Acetic Acid Pub Chem

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5/4/2016 acetic acid | C2H4O2 - PubChem

https://pubchem.ncbi.nlm.nih.gov/compound/176#section=Top 1/108

NIH U.S. National Library of Medicine National Center for Biotechnology Information

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PUBCHEM COMPOUND ACETIC ACID

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PubChem CID: 176

Chemical Names:

Acetic acid; Ethanoic acid; Vinegar acid; Glacial acetic acid;

Ethylic acid; Methanecarboxylic acid; More...

Molecular Formula: C H O

Molecular Weight: 60.05196 g/mol

InChI Key: QTBSBXVTEAMEQO-UHFFFAOYSA-N

UNII: Q40Q9N063PSafety Summary: Laboratory Chemical Safety Summary (LCSS)

Modify Date: 2016-04-02

Create Date: 2004-09-16

Product of the oxidation of ethanol and of the destructive distillation of wood. Acetic acid is used locally,occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed)

from MeSH

Acetic Acid is a synthetic carboxylic acid with antibacterial and antifungal properties. Although its mechanism of

action is not fully known, undissociated acetic acid may enhance lipid solubility allowing increased fatty acidaccumulation on the cell membrane or in other cell wall structures. Acetic acid, as a weak acid, can inhibitcarbohydrate metabolism resulting in subsequent death of the organism.

Pharmacology from NCIt

Acetic acid, glacial is a clear colorless liquid with a strong odor of vinegar. Flash point 104 °F. Density 8.8 lb /gal. Corr osive to metals and tissue. Used to make other chemicals, as a food additive, and in petroleumproduction.

Physical Description from CAMEO Chemicals

2 4 2

Compound Summary for CID 176

http://www.accessdata.fda.gov/spl/data/4e8942a3-0b51-4dfd-bc82-f15751a06be9/4e8942a3-0b51-4dfd-bc82-f15751a06be9.xmlhttps://pubchem.ncbi.nlm.nih.gov/search/#collection=compounds&query_type=mf&query=C2H4O2&sort=mw&sort_dir=aschttps://pubchem.ncbi.nlm.nih.gov/http://www.nih.gov/https://www.nlm.nih.gov/https://www.ncbi.nlm.nih.gov/http://www.nih.gov/https://www.nlm.nih.gov/https://www.ncbi.nlm.nih.gov/http://www.accessdata.fda.gov/spl/data/4e8942a3-0b51-4dfd-bc82-f15751a06be9/4e8942a3-0b51-4dfd-bc82-f15751a06be9.xmlhttps://pubchem.ncbi.nlm.nih.gov/search/#collection=compounds&query_type=mf&query=C2H4O2&sort=mw&sort_dir=aschttps://www.ncbi.nlm.nih.gov/pccompoundhttps://pubchem.ncbi.nlm.nih.gov/https://pubchem.ncbi.nlm.nih.gov/https://www.ncbi.nlm.nih.gov/https://www.nlm.nih.gov/http://www.nih.gov/


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from PubChem

1 2D Structure

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from PubChem

2 3D Conformer

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3 Names and Identifiers

3.1 Computed Descriptors

acetic acid

from PubChem

3.1.1 IUPAC Name

InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)

from PubChem

3.1.2 InChI

QTBSBXVTEAMEQO-UHFFFAOYSA-N

from PubChem

3.1.3 InChI Key

CC(=O)O

from PubChem

3.1.4 Canonical SMILES

3.2 Other Identifiers

64-19-7

from DrugBank, ILO-ICSC, NIOSH-PocketGuide, OSHA Occupational Chemical DB, EPA Chemicals u…

3.2.1 CAS

200-580-7

from ECHA

616-485-2

from ECHA

3.2.2 EC Number

0363

from ILO-ICSC

3.2.3 ICSC Number

http://www.ilo.org/dyn/icsc/showcard.display?p_card_id=0363http://apps.echa.europa.eu/registered/data/dossiers/DISS-9d8c7866-b374-5d28-e044-00144f67d249/DISS-9d8c7866-b374-5d28-e044-00144f67d249_DISS-9d8c7866-b374-5d28-e044-00144f67d249.html


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AF1225000

from ILO-ICSC, NIOSH-PocketGuide

3.2.4 RTECS Number

2789

from ILO-ICSC, OSHA Occupational Chemical DB, CAMEO Chemicals, NJDOH RTK Hazardous Subs…

2790

from CAMEO Chemicals

3.2.5 UN Number

Q40Q9N063P

from FDA/SPL Indexing data

3.2.6 UNII

Title Acetic acid

Description Colorless liquid or crystals with a sour, vinegar-like odor. [Note: Pure

compound is a solid below 62°F. Often used in an aqueous solution.]

Title Pyroligneous acid

Description chemical compound

Wikipedia Cellulose diacetate

from Wikipedia

3.2.7 Wikipedia

3.3 Synonyms

1. Acetic Acid

2. Acetic Acid Glacial

3. Acetic Acid, Glacial

4. Acid Glacial, Acetic

5. Acid, Acetic

6. Acid, Glacial Acetic

7. Glacial Acetic Acid

8. Glacial, Acetic Acid9. Vinegar

from MeSH

3.3.1 MeSH Synonyms

https://en.wikipedia.org/wiki/Cellulose_diacetatehttps://en.wikipedia.org/wiki/Pyroligneous_acidhttps://en.wikipedia.org/wiki/Acetic_acidhttp://www.accessdata.fda.gov/spl/data/4e8942a3-0b51-4dfd-bc82-f15751a06be9/4e8942a3-0b51-4dfd-bc82-f15751a06be9.xmlhttp://www.cdc.gov/niosh-rtecs/AF12B128.html


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1. acetic acid

2. ethanoic acid

3. Vinegar acid

4. Glacial acetic acid

5. Ethylic acid

6. Methanecarboxylic acid7. 64-19-7

8. Acetasol

9. Acetic acid, glacial

10. Acetic acid glacial

11. Essigsaeure

12. Acide acetique

13. Kyselina octova

14. Aci-jel

15. Azijnzuur

16. Vinegar 17. Acido acetico

18. Octowy kwas

19. Pyroligneous acid

20. AcOH

21. HOAc

22. Azijnzuur [Dutch]

23. Essigsaeure [German]

24. Ethanoic acid monomer

25. Caswell No. 003

26. aceticacid27. Octowy kwas [Polish]

28. Acetic acid (natural)

29. Ethylate

30. acetyl alcohol

31. ethoic acid

32. Glacial acetate

33. Acide acetique [Frenc

34. Acido acetico [Italian]

35. Kyselina octova [Czec

36. Otic Domeboro37. Methanecarboxylate

38. Acetic acid, water sol

39. ethanoate

40. FEMA Number 2006

from PubChem

3.3.2 Depositor-Supplied Synonyms

https://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22FEMA%20Number%202006%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22ethanoate%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acetic%20acid%2C%20water%20solutions%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Methanecarboxylate%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Otic%20Domeboro%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Kyselina%20octova%20%5BCzech%5D%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acido%20acetico%20%5BItalian%5D%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acide%20acetique%20%5BFrench%5D%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Glacial%20acetate%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22ethoic%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22acetyl%20alcohol%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Ethylate%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acetic%20acid%20(natural)%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Octowy%20kwas%20%5BPolish%5D%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22aceticacid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Caswell%20No.%20003%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Ethanoic%20acid%20monomer%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Essigsaeure%20%5BGerman%5D%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Azijnzuur%20%5BDutch%5D%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22HOAc%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22AcOH%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Pyroligneous%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Octowy%20kwas%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acido%20acetico%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Vinegar%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Azijnzuur%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Aci-jel%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Kyselina%20octova%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acide%20acetique%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Essigsaeure%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acetic%20acid%20glacial%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acetic%20acid%2C%20glacial%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Acetasol%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%2264-19-7%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Methanecarboxylic%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Ethylic%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Glacial%20acetic%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22Vinegar%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22ethanoic%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5Dhttps://www.ncbi.nlm.nih.gov/pcsubstance/?term=%22acetic%20acid%22%5BCompleteSynonym%5D%20AND%20176%5BStandardizedCID%5D


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4 Chemical and Physical Properties

Molecular Weight 60.05196 g/mol

Molecular Formula C H O

XLogP3 -0.2

Hydrogen Bond Donor Count 1

Hydrogen Bond Acceptor Count 2

Rotatable Bond Count 0

Exact Mass 60.021129 g/mol

Monoisotopic Mass 60.021129 g/mol

Topological Polar Surface Area 37.3 A^2Heavy Atom Count 4

Formal Charge 0

Complexity 31

Isotope Atom Count 0

Defined Atom Stereocenter Count 0

Undefined Atom Stereocenter Count 0

Defined Bond Stereocenter Count 0

Undefined Bond Stereocenter Count 0

Covalently-Bonded Unit Count 1

from PubChem

4.1 Computed Properties

2 4 2

4.2 Experimental Properties

COLOURLESS LIQUID WITH PUNGENT ODOUR.

from ILO-ICSC

Colorless liquid or crystals with a sour, vinegar-like odor. [Note: Pure compound is a solid below 62°F. Oftenused in an aqueous solution.]

from NIOSH-PocketGuide

Colorless liquid or crystals with a sour, vinegar-like odor.

from OSHA Occupational Chemical DB

Acetic acid, glacial is a clear colorless liquid with a strong odor of vinegar. Flash point 104 °F. Density 8.8 lb /gal. Corrosive to metals and tissue. Used to make other chemicals, as a food additive, and in petroleumproduction.

4.2.1 Physical Description

https://pubchem.ncbi.nlm.nih.gov/search/#collection=compounds&query_type=mf&query=C2H4O2&sort=mw&sort_dir=asc


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Acetic acid, solution, more than 10% but not more than 80% acid is a colorless aqueous solution. Smells likevinegar. Corrosive to metals and tissue.


Acetic acid, solution, more than 80% acid is a clear colorless aqueous solution with a pungent odor.


1. Liquid

2. Liquid, PelletsLargeCrystals

from EPA Chemicals under the TSCA

Clear, colorless liquid

Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 7 from HSDB

Colorless liquid or crystals (Note: Pure compound is a solid below 62 degrees F). Often used in an aqueoussolution).

NIOSH. NIOSH Pocket Guide to Chemical Hazards. Department of Health & Human Services, Centers for Disease Control &Prevention. National Institute for Occupational Safety & Health. DHHS (NIOSH) Publication No. 2010-168 (2010). Availablefrom: http://www.cdc.gov/niosh/npg

from HSDB

4.2.2 Color

Pungent

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 11

from HSDB

Sour, vinegar-like odor

NIOSH. NIOSH Pocket Guide to Chemical Hazards. Department of Health & Human Services, Centers for Disease Control &Prevention. National Institute for Occupational Safety & Health. DHHS (NIOSH) Publication No. 2010-168 (2010). Availablefrom: http://www.cdc.gov/niosh/npg

from HSDB

4.2.3 Odor

Burning taste

Wagner FS; Acetic Acid. Kirk-Othmer Encyclopedia of Chemical Technology. (1999-2014). New York, NY: John Wiley &Sons. Online Posting Date: Apr 29, 2014.

from HSDB

4.2.4 Taste

117.9 deg C

Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p.3-4

4.2.5 Boiling Point

http://www.cdc.gov/niosh/npghttp://www.cdc.gov/niosh/npg


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from HSDB

117.9 °C

PhysProp

from DrugBank

118°C

from ILO-ICSC

244°F

from NIOSH-PocketGuide, OSHA Occupational Chemical DB

244 °F (at 760 mmHg)

(NTP, 1992)


16.635 deg C


from HSDB

16.6 °C

PhysProp

from DrugBank

16.7°C from ILO-ICSC

62°F


FRZ: 62°F

from OSHA Occupational Chemical DB

61.9 °F

(NTP, 1992)


4.2.6 Melting Point

103 deg F (39 deg C) Closed cup

National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-9

from HSDB

112 deg F (open cup); 104 deg F (closed cup)U.S. Coast Guard, Department of Transportation. CHRIS - Hazardous Chemical Data. Volume II. Washington, D.C.: U.S.Government Printing Office, 1984-5.

from HSDB

4.2.7 Flash Point


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39°C c.c.

from ILO-ICSC

103°F


Miscible with water


from HSDB

Miscible with ethanol, ethyl ether , acetone, benzene; soluble in carbon tetrachloride, carbon disulfide


from HSDB

Miscible with glycerol; insoluble in carbon disulfide

Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 7

from HSDB

Water Solubility

1000000 mg/L (at 25 °C)

MERCK INDEX (1996)

from DrugBank

in water: miscible

from ILO-ICSC

Miscible


greater than or equal to 100 mg/mL at 73 ° F

(NTP, 1992)


4.2.8 Solubility

1.0446 g/cu cm at 25 deg C


from HSDB

(water = 1): 1.05

from ILO-ICSC

1.05


4.2.9 Density

https://pubchem.ncbi.nlm.nih.gov/compound/carbon%20disulfidehttps://pubchem.ncbi.nlm.nih.gov/compound/glycerolhttps://pubchem.ncbi.nlm.nih.gov/compound/carbon%20disulfidehttps://pubchem.ncbi.nlm.nih.gov/compound/carbon%20tetrachloridehttps://pubchem.ncbi.nlm.nih.gov/compound/benzenehttps://pubchem.ncbi.nlm.nih.gov/compound/acetonehttps://pubchem.ncbi.nlm.nih.gov/compound/ethyl%20etherhttps://pubchem.ncbi.nlm.nih.gov/compound/ethanol


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1.051 at 20 °F

(USCG, 1999)


2.07 (Air = 1)Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc.Hoboken, NJ. 2004., p. V2 15

from HSDB

(air = 1): 2.1

from ILO-ICSC

2.07

(NTP, 1992)


4.2.10 Vapor Density

15.7 mm Hg at 25 deg C /Extrapolated/

Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.:Taylor and Francis, 1989.

from HSDB

Vapour pressurekPa at 20°C: 1.5

from ILO-ICSC

11 mmHg


11.4 mmHg at 68 °F ; 20 mm Hg at 86 ° F

(NTP, 1992)


4.2.11 Vapor Pressure

log Kow = -0.17

Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 4

from HSDB

-0.17

HANSCH,C ET AL. (1995)

from DrugBank

-0.17

from ILO-ICSC

4.2.12 LogP


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1.22

ADME Research, USCD

from DrugBank

4.2.13 LogS

Stable under normal laboratory storage conditions.

Keith, L.H., D.B. Walters, (eds.). Compendium of Safety Data Sheets for Research and Industrial Chemicals. Parts I,II,and III.Deerfield Beach, FL: VCH Publishers, 1985., p. 36

from HSDB

4.2.14 Stability

867 deg F (463 deg C)National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-9

from HSDB

485°C

from ILO-ICSC

4.2.15 Auto-Ignition

When heated to decomposition it emits irritating fumes.Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc.Hoboken, NJ. 2004., p. 16

from HSDB

4.2.16 Decomposition

1.056 mPa-s at 25 deg C


from HSDB

4.2.17 Viscosity

Corrosive organic acid


from HSDB

Glacial acetic acid (100%) is highly corrosive, and its ingestion has produced penetrating lesions of theesophagus and later strictures of the esophagus and pylorus in man.

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-102

from HSDB

4.2.18 Corrosivity


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874.2 kJ/mol


from HSDB

4.2.19 Heat of Combustion

23.36 at 25 deg C; 23.70 kJ/mol at 117.9 deg C;


from HSDB

4.2.20 Heat of Vaporization

Aqueous solution 1.0 molar = 2.4; 0.1 molar = 2.9; 0.01 molar = 3.4


from HSDB

4.2.21 pH

27.10 mN/m at 25 deg C


from HSDB

4.2.22 Surface Tension

10.66 eV


4.2.23 Ionicity

A drum contaminated with acetic acid was fi lled with acetaldehyde. The ensuing exothermic polymerizationreaction caused a mild eruption lasting for several hours.

Bretherick, L. Handbook of Reactive Chemical Hazards. 4th ed. Boston, MA: Butterworth-Heinemann Ltd., 1990, p. 271

from HSDB

4.2.24 Polymerization

Odor Threshold Range: 0.21 to 1.0 ppmEnvironment Canada; Tech Info for Problem Spills: Acetic acid (Draft) p.1 (1981)

from HSDB

Detection in air is 24.3 ppm (chemically pure)

4.2.25 Odor Threshold

https://pubchem.ncbi.nlm.nih.gov/compound/acetaldehyde


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ASTM; Compilation of Odor and Taste Threshold Values Data p.61 (1978)

from HSDB

Odor low: 2.5 mg/cu m; Odor high: 2,500 mg/cu m.

Ruth JH; Am Ind Hyg J 47: A142-51 (1986)

from HSDB

4.76 (at 25 °C)

SERJEANT,EP & DEMPSEY,B (1979)

from DrugBank

4.2.26 pKa

pKa = 4.76 at 25 deg C

Serjeant, E.P., Dempsey B.; Ionisation Constants of Organic Acids in Aqueous Solution. International Union of Pure and Applied Chemistry (IUPAC). IUPAC Chemical Data Series No. 23, 1979. New York, New York: Pergamon Press, Inc., p. 989

from HSDB

4.2.27 Dissociation Constants

Evaporation rate ... at 25 deg C and a wind speed of 4.5 m/sec (16.1 kg/hr) is 0.24 g/sq m/sec ... evaporationrates of 0.077 g/sq m/sec at 0 deg C and 0.42 g/sq m/sec at 30 deg C ... for wind speed of 4.5 m/sec.

Environment Canada; Tech Info for Problem Spills: Acetic acid (Draft) p.36 (1981)

from HSDB

Evaporation rate (butyl acetate = 1): 0.97

Mackison, F. W., R. S. Stricoff, and L. J. Partridge, Jr. (eds.). NIOSH/OSHA - Occupational Health Guidelines for Chemical Hazards. DHHS(NIOSH) Publication No. 81-123 (3 VOLS). Washington, DC: U.S. Government Printing Office, Jan. 1981., p.2

from HSDB

4.2.28 Relative Evaporation Rate

Standard non-polar 594, 660.4, 625, 642, 642, 590, 600, 638, 630, 617, 617, 584, 580, 620.77,650, 650, 634, 648, 600, 611, 622, 648, 646, 621

Semi-standard non-polar

602, 646, 645, 602, 661, 600, 600, 600, 625, 649, 600, 599, 600, 663, 606,605, 610, 665, 600, 610, 610, 625, 645, 609, 630, 640, 662, 587, 588, 623,600, 602, 600, 600, 606, 595, 638, 641, 622, 610, 610, 600, 600, 600, 594,601, 615, 615, 662, 658, 616, 600, 618, 622, 660, 649, 606, 610, 610, 610,610, 610, 591, 591, 641.8, 660, 641, 600, 610.8, 609.4, 603, 603, 612,606, 583, 637, 644, 628, 628, 612, 614, 616, 622, 608, 645, 600, 645, 645,602, 660, 660

1480, 1460, 1449, 1452, 1445, 1435, 1402, 1452, 1427, 1450, 1460, 1436,1463, 1448, 1446, 1452, 1461, 1449, 1463, 1429, 1460, 1464, 1479, 1463,

1434, 1461, 1424, 1441, 1453, 1467, 1453, 1433, 1486, 1463, 1480, 1465,1478, 1478, 1478, 1443, 1430, 1436, 1476, 1486, 1464, 1448, 1448, 1445,1461, 1434, 1460, 1429, 1461, 1460, 1444, 1418, 1453, 1433, 1425, 1467,1442, 1449, 1488, 1430, 1447, 1443, 1419, 1434, 1444, 1461, 1423, 1443,1453, 1431, 1444, 1443, 1452, 1436, 1413, 1426, 1472, 1440, 1442, 1428,1431, 1484, 1439, 1450, 1450, 1472, 1451, 1468, 1434, 1447, 1420, 1450,

4.2.29 Kovats Retention Index

https://pubchem.ncbi.nlm.nih.gov/compound/butyl%20acetate


16/108



Standard polar

1440, 1442, 1442, 1486.6, 1486.6, 1451, 1436, 1442, 1460, 1462, 1462,1498, 1435, 1445, 1451, 1435, 1435, 1459, 1459, 1404, 1471, 1442, 1484,1424, 1415, 1431, 1415, 1425, 1415, 1415, 1418, 1419, 1415, 1415, 1419,1403, 1462, 1455, 1465, 1465, 1447, 1408, 1400, 1400, 1465, 1476, 1448,1458, 1451, 1457, 1446, 1449, 1450, 1431, 1465, 1429, 1462, 1445, 1473,1492, 1439, 1455, 1465, 1452, 1450, 1452, 1447, 1449, 1457, 1450, 1454,1456, 1445, 1468, 1441, 1445, 1464, 1462, 1425, 1425, 1443, 1448, 1498,1471, 1445, 1460, 1450, 1480, 1449, 1451, 1436, 1453, 1410, 1469, 1440,1450, 1443, 1428, 1478, 1457, 1457, 1462, 1436, 1409, 1441, 1454, 1459,

1476, 1424, 1450, 1448, 1424, 1473, 1432, 1433, 1452, 1401, 1418, 1449,1485, 1425, 1477, 1436, 1451, 1473, 1458, 1409, 1453, 1470, 1471, 1454,1466, 1466, 1449, 1449, 1449, 1449, 1449, 1457, 1477, 1461, 1455, 1448,1448, 1447, 1466, 1463, 1435, 1471, 1455.8, 1455, 1474, 1461.7, 1453,1465.7, 1449, 1447, 1473.2, 1447, 1454, 1458.5, 1434, 1451, 1467,1445.1, 1459, 1475, 1451, 1451, 1434, 1448, 1442, 1465, 1476, 1443,1452, 1446, 1461, 1433, 1456.1, 1451, 1410, 1453, 1415, 1432, 1460,1480, 1424, 1476, 1437, 1452, 1455, 1450, 1422, 1447, 1452, 1468, 1480,1430, 1439, 1445.1, 1441, 1475, 1480, 1452, 1425, 1408, 1451, 1435,1440, 1465, 1449, 1449, 1457, 1424, 1430, 1457, 1432, 1450, 1449, 1450,1454, 1460, 1454.3, 1456.6, 1459.3, 1460.5, 1460.8, 1461, 1440, 1470,1430, 1424, 1446, 1451, 1448, 1453, 1463, 1431, 1430, 1437.7, 1435,1439, 1445, 1459, 1474.6, 1415, 1460, 1488, 1418, 1448, 1428, 1435,

1446, 1455, 1459.6, 1459.6, 1435, 1405, 1409, 1410, 1454, 1454, 1410,1405, 1417, 1430, 1430, 1450, 1451, 1471, 1403, 1403, 1413, 1413, 1425,1425, 1403, 1403, 1413, 1413, 1430, 1430, 1424.2

from NIST

Crystal Structures: 1 of 1

CCDC Number 251389

Crystal Structure Data DOI:10.5517/cc8flbl

Associated Article DOI:10.1107/S0021889804007149

from The Cambridge Structural Database

4.3 Crystal Structures

MAX ABSORPTION (ALCOHOL): 208 NM (LOG E= 1.5)Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-82

from HSDB

SADTLER REF NUMBER: 76 (IR, PRISM; V8 (NMR))

Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-82

from HSDB

Index of refraction: 1.3720 @ deg C/D

Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p.

3-4 from HSDB

Intense mass spectral peaks: 43 m/z, 60 m/z

Pfleger, K., H. Maurer and A. Weber. Mass Spectral and GC Data of Drugs, Poisons and their Metabolites. Parts I and II.

4.4 Spectral Properties

http://doi.org/10.1107/S0021889804007149http://doi.org/10.5517/cc8flblhttp://doi.org/10.5517/cc8flbl


17/108



Mass Spectra Indexes. Weinheim, Federal Republic of Germany. 1985., p. 47

from HSDB

IR: 4819 (Coblentz Society Spectral Collection)

Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton,FL. 1994., p. V1: 93

from HSDB

UV: 4-3 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York)Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton,FL. 1994., p. V1: 93

from HSDB

RAMAN: 407 (Sadtler Research Laboratories Spectral Collection)


from HSDB

MASS: 34542 (NIST/EPA/MSDC Mass Spectral Database 1990 version)


from HSDB

1H NMR: 8 (Varian Associates NMR spectra collection)


from HSDB

13C NMR: 7 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York)

Lide, D.R., G.W.A. Milne (eds.). Handbook of Data on Organic Compounds. Volume I. 3rd ed. CRC Press, Inc. Boca Raton

,FL. 1994., p. V1: 93

from HSDB

1 of 5

NIST Number 227635

Library Main library

Total Peaks 30

m/z Top Peak 43

m/z 2nd Highest 45

m/z 3rd Highest 60

4.4.1 GC-MS

https://pubchem.ncbi.nlm.nih.gov/compound/Carbon-13https://pubchem.ncbi.nlm.nih.gov/compound/MSDC


18/108



Thumbnail

from NIST

https://pubchem.ncbi.nlm.nih.gov/rest/pug_view/data/key/585770_1


19/108



Chemical Information Ingenuity Pathways Analysis

from NCBI

5 Related Records

Medications (5) Literature (56) 3D Structure (26) Bioactivities (29) Patents (274)

from PubChem

5.1 Related Compounds with Annotation

Glycine Nitric Acid fluorophosphate

Same Tautomer 35 records

Same Connectivity 31 records

Same Parent, Tautomer 817 records

Same Parent, Connectivity 800 records

Same Parent, Exact 731 records

Mixtures, Components, andNeutralized Forms 31512 records

Similar Compounds 304 records

Similar Conformers 474 records

from PubChem

5.2 Related Compounds

5.3 Substances

All 64658 records

5.3.1 Related Substances

Download

Download

http://www.ncbi.nlm.nih.gov/pcsubstance/?term=176[CompoundID]http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_3d&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_mixture&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_parent_pulldown&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_parent_connectivity_pulldown&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_parent_tautomer_pulldown&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_sameconnectivity_pulldown&from_uid=176http://www.ncbi.nlm.nih.gov/pccompound?cmd=Link&LinkName=pccompound_pccompound_sameanytautomer_pulldown&from_uid=176https://pubchem.ncbi.nlm.nih.gov/compounds/5460308https://pubchem.ncbi.nlm.nih.gov/compounds/65241https://pubchem.ncbi.nlm.nih.gov/compounds/944https://pubchem.ncbi.nlm.nih.gov/compounds/750http://partnersolution.ingenuity.com/?cid=97ae3f91eab87a&p1=EntrezPubChem&p2=GV&s=&ipaUri=%2Fpa%2Fapi%2Fv2%2Fgeneview%3Fapplicationname%3DEntrezPubChem%26geneId%3DING:rjr%26geneidtype%3Dingenuity


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Same 5021 records

Mixture 59637 records

from PubChem

Chemical Vendors (106)

Curation Efforts (1)

Governmental Organizations (4868)

Journal Publishers (2)

NIH Initiatives (1)

Research and Development (33)

Subscription Services (7)

Legacy Depositors (4)

from PubChem

5.3.2 Substances by Category

PubMed 28538 records

Protein Structures 4270 records

Taxonomy 59 records

OMIM 1 record

Gene 108 records

from PubChem

5.4 Entrez Crosslinks

Download

http://www.ncbi.nlm.nih.gov/sites/entrez?LinkName=pccompound_gene&db=pccompound&cmd=Link&from_uid=176http://www.ncbi.nlm.nih.gov/sites/entrez?LinkName=pccompound_omim&db=pccompound&cmd=Link&from_uid=176http://www.ncbi.nlm.nih.gov/sites/entrez?LinkName=pccompound_taxonomy&db=pccompound&cmd=Link&from_uid=176http://www.ncbi.nlm.nih.gov/sites/entrez?LinkName=pccompound_structure&db=pccompound&cmd=Link&from_uid=176http://www.ncbi.nlm.nih.gov/sites/entrez?LinkName=pccompound_pubmed&db=pccompound&cmd=Link&from_uid=176http://www.ncbi.nlm.nih.gov/pcsubstance/?term=176[ComponentCID]http://www.ncbi.nlm.nih.gov/pcsubstance/?term=176[StandardizedCID]


21/108



Vendor/Supplier Purchasable Chemical PubChem SID

Sigma-Aldrich

07692_FLUKA 24846103

13669_FLUKA 24848291

242853_SIAL 24854588

27218_RIEDEL 24856457

27218_SIAL 57648223

27225_RIEDEL 24856462

27225_SIAL 57648224

318590_ALDRICH 24859135

318590_FLUKA 57648609

320099_SIAL 24859247

33206_RIEDEL 24860020

33206_SIAL 57648773

33209_RIEDEL 24860024

33209_SIAL 57648774

338826_SIAL 24860577

34254_FLUKA 57649161

34254_RIEDEL 24861079

34255_FLUKA 57648972

34255_RIEDEL 24860709

34256_FLUKA 57648973

34256_RIEDEL 24860710

380121_SIAL 24863722

38050_FLUKA 5764979438050_RIEDEL 24863746

38051_FLUKA 57649795

38051_RIEDEL 24863747

40209_RIEDEL 24865045

40273_ALDRICH 57649958

40273_RIEDEL 24865112

45725_FLUKA 2486928945725_SIGMA 57650541

45726_FLUKA 24869290

45726_SIGMA 57650542

6 Chemical Vendors

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https://pubchem.ncbi.nlm.nih.gov/substance/57650542http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/45726?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24869290http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/45726?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57650541http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/45725?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24869289http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/45725?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/24865112http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/40273?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57649958http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/40273?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24865045http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/40209?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/24863747http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/38051?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57649795http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/38051?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24863746http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/38050?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57649794http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/38050?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24863722http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/380121?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24860710http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/34256?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57648973http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/34256?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24860709http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/34255?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57648972http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/34255?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24861079http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/34254?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57649161http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/34254?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24860577http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/338826?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/57648774http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/33209?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24860024http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/33209?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57648773http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/33206?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24860020http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/33206?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/24859247http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/320099?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/57648609http://www.sigmaaldrich.com/catalog/search/ProductDetail/FLUKA/318590?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24859135http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/318590?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57648224http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/27225?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24856462http://www.sigmaaldrich.com/catalog/search/ProductDetail/RIEDEL/27225?cm_mmc=PubChem-_-public%20database-_-products-_-productshttps://pubchem.ncbi.nlm.nih.gov/substance/57648223http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIAL/27218?cm_mmc=affiliate-_-PubChem-_-product-_-linkhttps://pubchem.ncbi.nlm.nih.gov/substance/24856457http://www.sigmaaldrich.com/catalog/searc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45730_FLUKA 24869296

45732_FLUKA 24869300

45754_FLUKA 24869326

45754_SIAL 57650553

46928_SUPELCO 24870579

49199_FLUKA 24872707537020_SIAL 24878187

71251_FLUKA 24886025

A6283_SIAL 24891075

A8976_FLUKA 57653892

A8976_SIAL 24891389

A9967_SIAL 24891411

W200603_ALDRICH 24900793W200611_ALDRICH 24900794

MolPort MolPort-000-871-575 88519564

CAPOT22173 152235147

PubChem22173 143490891

Finetech Industry Limited

FT-0613051 164798204

FT-0619087 164804229

FT-0621735 164805871

FT-0638674 164822467

FT-0659639 164833413

ABI Chem AC1L18NC 104294069

AC1Q2BPJ 117396502

Aurora Fine Chemicals LLC A00.230.669 292897101

TCI (Tokyo Chemical Industry) A2035 125307116

3B_SCI_CORP

3B4-0958 184608576

IN012302 254541872

OR034264 254072356

OR034746 254072835

MP Biomedicals

193829 85083203

193830 85083204

205081 51072409

300000 85083205

Amadis Chemical A834671 131322300

King Scientific KSC491S8N 163808626

Chembo KB-47052 162152125

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Mcule MCULE-8295936189 169441020

Boc Sciences6233-83-6 254761484

64-19-7 254782077

ChemFrog 888-403-386 125539362

Alsachim 4844 253659191

Boerchem BC253535 196108296

IS Chemical TechnologyI04-9818 135366390

I14-60089 144105285

ChemExper Chemical Directory qCa@AILt@@ 3133677

Anward ANW-41557 160809057

ANW-44008 160811506

Tractus

RTR-021046 204380821

TR-021046 204938653

TR-021753 204380813

TRA-0196378 252272300

Oakwood Products035907 152199945

044721 124391991

Biocore BIE137707 312629401

Angene Chemical Acetic acid glacial 252138719

ZINC ZINC5224164 257641065

ChemMol

49414175 126675526

99117871 241108767

99129885 241120781

99146546 241137442

Glentham Life Sciences Ltd. GV2353 310265374

NORRIS PHARM TH-MA00025 312306776

Ambinter MO 08470 103018206

ChemTik CTK3J1986 162760304

AKos Consulting & Solutions AKOS000268789 104817212

Achemica ACMC-1B1E4 162268022

Vitas-M Laboratory STL264240 152166710

Wutech RL04447 174530161

AK Scientific, Inc. (AKSCI) Y1308 252553922

Molepedia M90000618P 252403363

AN PharmaTech AN-41867 223677429

Chembase.cn 2865 160966312

from PubChem

https://pubchem.ncbi.nlm.nih.gov/substance/160966312http://www.chembase.cn/molecule-2865.htmlhttp://www.chembase.cn/https://pubchem.ncbi.nlm.nih.gov/substance/223677429http://www.anpharma.net/https://pubchem.ncbi.nlm.nih.gov/substance/252403363http://www.molepedia.com/http://www.molepedia.com/https://pubchem.ncbi.nlm.nih.gov/substance/252553922http://www.aksci.com/item_detail.php?cat=Y1308http://www.aksci.com/https://pubchem.ncbi.nlm.nih.gov/substance/174530161http://www.rennotech.com/product_show.asp?id=4696http://www.rennotech.com/https://pubchem.ncbi.nlm.nih.gov/substance/152166710http://www.request.vitasmlab.com/index.php?option=com_search_stk&Itemid=22&stk=STL264240&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slinkhttp://www.vitasmlab.com/https://pubchem.ncbi.nlm.nih.gov/substance/162268022http://www.achemica.com/prodinfo/?id=24572http://www.achemica.com/https://pubchem.ncbi.nlm.nih.gov/substance/104817212http://akoscompounds.de/catalogue/akossamplesretrieval.php?IDNUMBERS=AKOS000268789http://www.akosgmbh.de/AKosSamples/index.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/162760304http://www.chemtik.com/pro_result/391986/http://www.chemtik.com/https://pubchem.ncbi.nlm.nih.gov/substance/103018206https://pubchem.ncbi.nlm.nih.gov/substance/312306776http://www.thoreauchem.com/prod/60441/http://www.norris-pharm.com/https://pubchem.ncbi.nlm.nih.gov/substance/310265374http://www.glentham.com/products/product/GV2353/http://www.glentham.com/https://pubchem.ncbi.nlm.nih.gov/substance/241137442http://www.chemmol.com/chemmol/99146546.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/241120781http://www.chemmol.com/chemmol/99129885.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/241108767http://www.chemmol.com/chemmol/99117871.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/126675526http://www.chemmol.com/chemmol/49414175.htmlhttp://chemmol.com/suppliers/ChemMol/494/1/https://pubchem.ncbi.nlm.nih.gov/substance/257641065http://zinc.docking.org/substances/ZINC5224164/https://pubchem.ncbi.nlm.nih.gov/substance/252138719http://www.angenechemical.com/https://pubchem.ncbi.nlm.nih.gov/substance/312629401http://www.biocore-tech.com/my/searchPro.htm?id=d9a016aa9e6948bab065599a9c610a7ehttp://www.biocore-tech.com/https://pubchem.ncbi.nlm.nih.gov/substance/124391991http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=38596&ExtHyperLink=1https://pubchem.ncbi.nlm.nih.gov/substance/152199945http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=29783&ExtHyperLink=1http://www.oakwoodchemical.com/https://pubchem.ncbi.nlm.nih.gov/substance/252272300http://www.tractuschem.com/productshow/TRA-0205073.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/204380813http://www.tractuschem.com/productshow/TR-021753.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/204938653https://pubchem.ncbi.nlm.nih.gov/substance/204380821http://www.tractuschem.com/productshow/RTR-021046.htmlhttp://www.tractuschem.com/https://pubchem.ncbi.nlm.nih.gov/substance/160811506http://www.anward.com/pro_result/30459https://pubchem.ncbi.nlm.nih.gov/substance/160809057http://www.anward.com/pro_result/20941http://www.anward.com/https://pubchem.ncbi.nlm.nih.gov/substance/3133677http://www.chemexper.com/search/molecules/qCa@AILt@@.htmlhttp://www.chemexper.com/https://pubchem.ncbi.nlm.nih.gov/substance/144105285http://www.ispharm.com/product/I14-60089.htmlhttps://pubchem.ncbi.nlm.nih.gov/substance/135366390http://www.ispharm.com/product/I04-9818.htmlhttp://www.ispharm.com/https://pubchem.ncbi.nlm.nih.gov/substance/196108296http://www.boerchemical.com/?product_38658.htmlhttp://www.boerchemical.com/https://pubchem.ncbi.nlm.nih.gov/substance/253659191http://www.alsachim.com/product-C6224-glo.bal-view.htmlhttp://www.alsachim.com/https://pubchem.ncbi.nlm.nih.gov/substance/125539362http://www.chemfrog.com/getPSupply/VNJJGL/http://www.chemfrog.com/https://pubchem.ncbi.nlm.nih.gov/substance/254782077http://www.bocsci.com/description.asp?cas=64-19-7https://pubchem.ncbi.nlm.nih.gov/substance/254761484http://www.bocsci.com/description.asp?cas=6233-83-6http://www.bocsci.com/https://pubchem.ncbi.nlm.nih.gov/substance/169441020https://mcule.com/MCULE-8295936189https://mcule.com/


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7 Drug and Medication Information

7.1 FDA Orange Book

Prescription Drug Products: 1 of 7

Drug Ingredient ACETIC ACID, GLACIAL

Proprietary Name ACETIC ACID 0.25% IN PLASTIC CONTAINER

Applicant

1. B BRAUN (Application Number: N018161)

2. BAXTER HLTHCARE (Application Number: N018523)

3. HOSPIRA (Application Number: N017656)

from FDA Orange Book



Proprietary Name ACETIC ACID

Applicant

1. TARO (Application Number: A088638)

2. VINTAGE (Application Number: A040607)

3. WOCKHARDT (Application Number: A040166)




Proprietary Name VOSOL

Applicant HI TECH PHARMA (Application Number: N012179)


View All 7 Prescription Drug Products

7.1.1 Prescription Drug Products

Discontinued Drug Products: 1 of 10


Proprietary Name ACETASOL

Applicant ACTAVIS MID ATLANTIC (Application Number: A087146)




7.1.2 Discontinued Drug Products

http://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=087146&TABLE1=OB_DISChttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=012179&TABLE1=OB_RXhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=040166&TABLE1=OB_RXhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=040607&TABLE1=OB_RXhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=088638&TABLE1=OB_RXhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=017656&TABLE1=OB_RXhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=018523&TABLE1=OB_RXhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=018161&TABLE1=OB_RX


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Proprietary Name ACETIC ACID

Applicant KV PHARM (Application Number: A085493)



Drug Ingredient ACETIC ACID, GLACIALProprietary Name ORLEX

Applicant WARNER CHILCOTT (Application Number: A086845)


View All 10 Discontinued Drug Products

Drug Labels for Ingredients: 1 of 1

Label Information Total 77 labels


NDC Code(s)

NDC Code(s)

0095-0202-15, 0187-0010-50, 0264-2304-00, 0264-2304-10, 0264-7704-00,0338-0656-04, 0409-6143-09, 0409-6143-22, 0472-0882-82, 0603-7038-41... total 129.

Packagers A-S Medication Solutions LLC; Actavis Inc.; Actavis Mid Atlantic LLC; Apotheca Company; B. Braun Medical Inc.; Bausch & Lomb Incorporated;Baxter Healthcare Corporation; BioActive Nutritional, Inc; BioActiveNutritional, Inc.; CRC (Cosmoceutical Research Center) ... total 42.

from DailyMed

7.2 Drug Labels for Ingredients

Drugs at PubMed Health: 1 of 1

Drug Name Acetic Acid (Inside the bladder)

Description Prevents bladder infections caused by bacteria from an indwelling urinary

catheter. Also helps prevent calcium from clogging the catheter.

Drug Classes Bladder Irrigant

from PubMed Health

7.3 Drugs at PubMed Health

BACKGROUND: Ultrasound (US)-guided percutaneous acetic acid injection therapy (PAIT) is effective for patients with hepatocellular carcinoma (HCC). This study aimed to determine the occurrence and predictivevalue of persistent intra-tumoral retention of acetic acid after PAIT. METHODS: /The trial/ prospectively studied60 (52 M, mean age 68 +/- 10 years) patients with 72 HCC nodules (45 < or = 3 cm) treated with PAIT. The

7.4 Therapeutic Uses

https://pubchem.ncbi.nlm.nih.gov/compound/calciumhttp://www.ncbi.nlm.nih.gov/pubmedhealth/PMHT0008804/http://dailymed.nlm.nih.gov/dailymed/search.cfm?labeltype=all&query=ACETIC+ACIDhttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=086845&TABLE1=OB_DISChttp://www.accessdata.fda.gov/scripts/cder/ob/docs/obdetail.cfm?Appl_No=085493&TABLE1=OB_DISC


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presence of post-treatment persistent retention of acetic acid, defined as a homogeneous and highlyhyperechoid mass in US appearance 3 days after completion of the treatment, was correlated with the treatmentresponse. RESULTS: The mean size of the treated tumor was 2.9 +/- 1.0 cm (range 1.5-5 cm). Thirty (42%)HCC nodules showed complete tumor necrosis demonstrated by contrast-enhanced dynamic CT. Completeresponse was found in 22 (69%) of 32 nodules showing persistent intra-tumoral retention of acetic acid (P <0.001). Small (< or = 3 cm) tumor size was also significantly associated with complete tumor necrosis (P =0.001). There were no significant differences of the injection volume and treatment sessions between those withand without complete tumor necrosis in either small or large (> 3 cm) HCC (P > 0.1). Multivariate logisticregression analysis showed that persistent retention of acetic acid (odds ratio (OR) 10.4, 95% confidence interval

(CI) 3.1-34.7; P < 0.001) and tumor size < or = 3 cm (OR 6.8, 95%, CI 1.8-25.8; P = 0.002) were independentfactors predicting complete tumor necrosis. CONCLUSIONS: The presence of persistent retention of acetic acidis associated with a favorable response and may predict complete tumor necrosis after PAIT. Abstract: PubMed

Huo TI et al; Scand J Gastroenterol. 39(2):168-73 (2004).

from HSDB

EXPL THER BACKGROUND AND AIM: Application of acetic acid topically to the mucosal or serosal side of thestomach has been well used to create a chronic gastric ulcer model. The aim of the present study was to apply itas a new cytoreductive approach in a mouse model of gastric cancer. METHODS: A total of 43 geneticallyengineered mice, the so-called (INS-GAS) mice that develop spontaneously gastric cancer at 10-14 months of age, were included. Acetic acid-induced ulcer method was applied to mice under isofluran anesthesia. The ulcer

at the cancer side was made by exposing either the anterior serosal or posterior mucosal side of gastric wall to0.1 mL of 60% or 100% acetic acid for 30 or 60 s with a cylindrical metal mold (4 mm ID). Route to the serosalside was intra-abdominal and one to the mucosal side was through a small hole made in the forestomach. Theopposite side of gastric wall (no treatment with acetic acid) was used as the corresponding control. After themice were sacrificed, the stomachs were collected 1, 3, 6 hrs or 1, 3 and 7 days, postoperatively, and evaluatedby visual inspection and histology. RESULTS: Gastric cancer was found in both the anterior and posterior wallsof the corpus in all 43 mice. Intraluminal pH value was between 11 and 13. Severe necrosis in the cancer wasobserved in the side exposing to acetic acid, but not in the control side, shortly after the treatment (i.e. within 30or 60 min). The muscularis mucosa and muscle layers were less damaged, regardless of the side of thetreatment. Ulcer formation in the cancer took place 1, 3 or 7 days later. The ulcer depth was sometimes at themuscularis mucosa and muscle layers. At 3 and 7 days, regeneration of epithelial cells was clearly observed inthe ulcer margin in the stomach of mice. CONCLUSIONS: Topical application of acetic acid either from mucosal

or serosal surface promptly caused the necrosis of tumor, suggesting the potential approach of this simple andreliable method as a cytoreductive treatment of gastric cancer in patients through endoscopy or laparoscopy. Abstract: PubMed

Okabe S et al; J Gastroenterol Hepatol. 27 Suppl 3:40-8 (2012).

from HSDB

MEDICATION (Vet): Vesicant, caustic, destructive of warts.


from HSDB

EXPL THER OBJECTIVE: To investigate whether enhancing vaginal acidity improves the success of medicalabortions in the midtrimester. METHODS: A double-blind, randomized, placebo-controlled trial was conductedwith 48 women with missed midtrimester abortions. Twice daily, the study participants (n=24) were treated with a3% acetic acid gel and the controls (n=24) with a placebo gel, starting 2 days prior to initiating the misoprostoltreatment. The primary outcome measures were the rates of successful abortion within 24 and 48 hours.Secondary measures included gel tolerability and adverse effects of the misoprostol treatment. RESULTS: Thesuccess rates were higher in the study group, within both 24 hours (11/23 vs 3/24; P=0.011) and 48 hours (18/23vs 6/24; P


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entered the study. ...Telomerase activity was detectable in 27 of 35 (77.1%) fresh tissue samples, 15 of 35(42.9%) tissue samples swabbed with 5% acetic acid, and 0 of 10 (0%) normal cervical tissue samples,respectively. Twelve samples became telomerase negative after 5% acetic acid applied. Among the 15telomerase-positive tissue samples swabbed with 5% acetic acid, 12 had relative weak telomerase activitycompared to corresponding fresh tissue samples, the other 3 remained the same. Abstract: PubMed

ChangChien CC, et al; Gynecol Oncol 71 (1): 99-103 (1998)

from HSDB

... Glacial acetic acid is widely used as a substitute for chemical peeling because it is readily ... available andaffordable. However, its use can result in a number of serious complications. A 28-year-old female patient wasadmitted to /the/ hospital with deep second-degree chemical burns on her face caused by the application of amixture of glacial acetic acid and flour for chemical peeling. During a 6-month follow-up, hypertrophic scarringdeveloped on the both nasolabial folds despite scar management. Glacial acetic acid is a concentrated form of the organic acid, which gives vinegar its sour taste and pungent smell, and it is also an important reagent duringthe production of organic compounds. Unfortunately, misleading information regarding the use of glacial aceticacid for chemical peeling is causing serious chemical burns. Furthermore, there is high possibility of a poor prognosis, which includes inflammation, hypertrophic scar formation and pigmentation associated with its

misuse. ... Abstract: PubMedYoo JH et al; . J Plast Reconstr Aesthet Surg. 63(12):e829-31 (2010).

from HSDB

The enhanced toxicity of acid instilled directly into the rectum, without benefit of dilution and neutralization inthe upper intestine, is evident in a case of acetic acid intoxication by accidental rectal administration of 50 mL of 9% acetic acid to a 5-yr-old boy. The complications included necrosis of the colon, acute renal failure, acute liver dysfunction, disseminated intravascular coagulopathy (DIC) and sepsis. Abstract: PubMed

Kawamata M et al; J Toxicol Clin Toxicol 32 (3): 333-36 (1994)

from HSDB

In two patients, accidental application of acetic acid to the eyes followed very quickly by irrigation with water resulted in immediate corneal opacification. ... Regeneration of the epithelium took many months, but cornealanesthesia and opacity were permanent.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 703

from HSDB

7.5 Drug Warning

Used to treat infections in the ear canal. from DrugBank

7.6 Drug Indication

https://pubchem.ncbi.nlm.nih.gov/compound/waterhttp://www.ncbi.nlm.nih.gov/pubmed/8007044?dopt=Abstracthttp://www.ncbi.nlm.nih.gov/pubmed/20708991?dopt=Abstracthttp://www.ncbi.nlm.nih.gov/pubmed/9784327?dopt=Abstract


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8 Pharmacology and Biochemistry

Acetic Acid is a synthetic carboxylic acid with antibacterial and antifungal properties. Although its mechanism of action is not fully known, undissociated acetic acid may enhance lipid solubility allowing increased fatty acid

accumulation on the cell membrane or in other cell wall structures. Acetic acid, as a weak acid, can inhibitcarbohydrate metabolism resulting in subsequent death of the organism.

from NCIt

8.1 Pharmacology

Indicators and Reagents

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processesor conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the

endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substancesused for the detection or determination of another substance by chemical or microscopical means, especiallyanalysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents.(From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) See a list of PubChem compoundsmatching this category.

from MeSH

8.2 MeSH Pharmacological Classification

G01AD02 - Acetic acid < G01AD - Organic acids < G01A - Antiinfectives and antiseptics, excl. combinations

with corticosteroids < G01 - Gynecological antiinfectives and antiseptics < G - Genito urinary system and sexhormones More information...

from WHO ATC

S02AA10 - Acetic acid < S02AA - Antiinfectives < S02A - Antiinfectives < S02 - Otologicals < S - Sensoryorgans

from WHO ATC

8.3 ATC Code

Acetic acid is absorbed from the GI tract and through the lung.


from HSDB

8.4 Absorption, Distribution and Excretion

Acetic acid . .. is readily metabolized by most tissues and may give rise to the production of ketone bodies as

intermediates. In vitro, acetate is incorporated into phospholipids, neutral lipids, steroids, sterols, and saturatedand unsaturated fatty acids in a variety of human and animal tissue preparations. ...Metabolism of 14(C) acetatein mice results in radioactivity associated with the protein fractions of plasma and most major tissues.


8.5 Metabolism/Metabolites

https://pubchem.ncbi.nlm.nih.gov/compound/acetatehttps://pubchem.ncbi.nlm.nih.gov/compound/acetatehttp://www.whocc.no/atc_ddd_index/?code=S02AA10&showdescription=yeshttp://www.whocc.no/atc_ddd_index/?code=G01AD02&showdescription=yeshttp://www.ncbi.nlm.nih.gov/sites/entrez?Db=pccompound&DbFrom=mesh&Cmd=Link&LinkName=mesh_pccompound&IdsFromResult=68007202


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from HSDB

In the body, acetic acid is partially converted into formic acid.

Sheftel, V.O.; Indirect Food Additives and Polymers. Migration and Toxicology. Lewis Publishers, Boca Raton, FL. 2000., p.650

from HSDB

When dogs were administered large doses (1-2 g/kg ip or sc) of sodium acetate, only small amounts appeared in

the urine, which is evidence of the rapid utilization of acetic acid.Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001).,

p. V5 701

from HSDB

Although acetic acid has been shown to induce apoptosis in yeast, the exact apoptotic mechanisms remainunknown. Here, /the study examined/ the effects of acetic acid treatment on yeast cells by 2-DE, revealingalterations in the levels of proteins directly or indirectly linked with the target of rapamycin (TOR) pathway:

amino-acid biosynthesis, transcription/translation machinery, carbohydrate metabolism, nucleotide biosynthesis,stress response, protein turnover and cell cycle. The increased levels of proteins involved in amino-acidbiosynthesis presented a counteracting response to a severe intracellular amino-acid starvation induced by aceticacid. Deletion of GCN4 and GCN2 encoding key players of general amino-acid control (GAAC) system caused ahigher resistance to acetic acid indicating an involvement of Gcn4p/Gcn2p in the apoptotic signaling.Involvement of the TOR pathway in acetic acid-induced apoptosis was also reflected by the higher survival ratesassociated to a terminal deoxynucleotidyl transferase-mediated dUTP nick end labeling (TUNEL)-negativephenotype and lower reactive oxygen species levels of Deltator1 cells. In addition, deletion mutants for severaldownstream mediators of the TOR pathway revealed that apoptotic signaling involves the phosphatases Pph21pand Pph22p but not Sit4p. Altogether, /these/ results indicate that GAAC and TOR pathways (Tor1p) areinvolved in the signaling of acetic acid-induced apoptosis. Abstract: PubMed

Almeida B et al; Proteomics. 9(3):720-32 (2009).

from HSDB

Acetic acid was found to have actions on urinary bladder smooth muscle in /the/ routine ion channel screeningassays. Numerous studies have examined the mechanisms of bladder irritation by acetic acid; however, thedirect effect of acetic acid on ion channels in detrusor smooth muscle cells has not been evaluated. /The study/used whole-cell patch-clamp techniques to examine the effect of acetic acid on large-conductance Ca2+-activated K+ channels (BKCa) from guinea pig detrusor smooth muscle cells and CHO cells expressingrecombinant human BKCaalphabeta1 (CHO BKCaalphabeta1) and human BKCaalpha (CHO BKCaalpha).

Acetic acid activated BKCa currents in a concentration-dependent (0.01% to 0.05% v/v) manner in all the cellsystems studied. Acetic acid (0.05%) increased BKCa current at +30 mV by 2764 +/- 918% (n=8) in guinea pigdetrusor smooth muscle cells. Acetic acid (0.03%) shifted the V1/2 of conductance-voltage curve by 64 +/- 14(n=5), 128 +/- 14 (n=5), and 126 +/- 12 mV (n=4) in CHO BKCaalpha, CHO BKCaalphabeta1 and detrusor smooth muscle cells, respectively. This effect of acetic acid was found to be independent of pH and was also notproduced by its salt form, sodium acetate. Automated patch-clamp experiments also showed similar activationof CHO BKCaalphabeta1 by acetic acid. In conclusion, acetic acid directly activates BKCa channels in detrusor smooth muscle cells. This novel study necessitates caution while interpreting the results from acetic acid bladder irritation model. Abstract: PubMed

Ghatta S et al; Eur J Pharmacol. 563(1-3):203-8 (2007).

from HSDB

/It was/ previously shown that acetic acid activates a mitochondria-dependent death process in Saccharomycescerevisiae and that the ADP/ ATP carrier (AAC) is required for mitochondrial outer membrane permeabilizationand cytochrome c release. Mitochondrial fragmentation and degradation have also been shown in response to

this death stimulus. Herein, /the study/ show that autophagy is not active in cells undergoing acetic acid-inducedapoptosis and is therefore not responsible for mitochondrial degradation. Furthermore, /the study/ found that thevacuolar protease Pep4p and the AAC proteins have a role in mitochondrial degradation using yeast geneticapproaches. Depletion and overexpression of Pep4p, an orthologue of human cathepsin D, delays and enhancesmitochondrial degradation respectively. Moreover, Pep4p is released from the vacuole into the cytosol inresponse to acetic acid treatment. AAC-deleted cells also show a decrease in mitochondrial degradation in

8.6 Mechanism of Action

https://pubchem.ncbi.nlm.nih.gov/compound/ATPhttps://pubchem.ncbi.nlm.nih.gov/compound/ADPhttp://www.ncbi.nlm.nih.gov/pubmed/17382925?dopt=Abstracthttps://pubchem.ncbi.nlm.nih.gov/compound/sodium%20acetatehttp://www.ncbi.nlm.nih.gov/pubmed/19137548?dopt=Abstracthttps://pubchem.ncbi.nlm.nih.gov/compound/oxygenhttps://pubchem.ncbi.nlm.nih.gov/compound/dUTPhttps://pubchem.ncbi.nlm.nih.gov/compound/rapamycinhttps://pubchem.ncbi.nlm.nih.gov/compound/sodium%20acetatehttps://pubchem.ncbi.nlm.nih.gov/compound/formic%20acid


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response to acetic acid and are not defective in Pep4p release. Therefore, AAC proteins seem to affectmitochondrial degradation at a step subsequent to Pep4p release, possibly triggering degradation through their involvement in mitochondrial permeabilization. The finding that both mitochondrial AAC proteins and thevacuolar Pep4p interfere with mitochondrial degradation suggests a complex regulation and interplay betweenmitochondria and the vacuole in yeast programmed cell death. Abstract: PubMed

Pereira C et al ; Mol Microbiol. 76(6):1398-410 (2010).

from HSDB

http://www.ncbi.nlm.nih.gov/pubmed/20345665?dopt=Abstract


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9 Use and Manufacturing

9.1 Uses

1. Adhesives and sealant chemicals

2. Adsorbents and absorbents

3. Agricultural chemicals (non-pesticidal)

4. Corrosion inhibitors and anti-scaling agents

5. Dyes

6. Intermediates

7. Odor agents

8. Oxidizing/reducing agents

9. Paint additives and coating additives not described by other categories

10. Pigments

11. Plasticizers

12. Processing aids, not otherwise

13. Processing aids, specific to pe

14. Solvents (for cleaning or degre

15. Solvents (which become part

from EPA Chemicals under the TSCA

9.1.1 Industry Uses

1. Paper Products

2. Water Treatment Products from EPA Chemicals under the TSCA

9.1.2 Consumer Uses

The major routes for synthetic acetic acid include methanol carbonylation, acetaldehyde oxidation,butane/naphtha oxidation, and methyl acetate carbonylation. Comparatively small amounts are generated bybutane liquid-phase oxidation, direct ethanol oxidation, and synthesis gas.

Wagner FS; Acetic Acid. Kirk-Othmer Encyclopedia of Chemical Technology (1999-2014). John Wiley & Sons, Inc. OnlinePosting Date: April 29, 2014

from HSDB

Obtained in the destructive distillation of wood; from acetylene and water , via acetaldehyde by oxidation with air.


from HSDB

Liquid- and vapor-phase oxidation of petroleum gases (with catalyst); ... oxidation of acetaldehyde; ... reaction of methanol and carbon monoxide (with catalyst; this is the most cost efficient method and has been in generaluse for some years); ... fermentative oxidation of ethanol.


from HSDB

Acetaldehyde (air oxidation): acetaldehyde + oxygen (Hoechst-Shawinigan process; coproduced with aceticanhydride): acetaldehyde (air oxidation; coproduced with peracetic acid): methanol + carbon monoxide(BASF/Monsanto carbonylation processes): methanol + carbon monoxide (BP acetyls process; coproduced with

9.2 Methods of Manufacturing

https://pubchem.ncbi.nlm.nih.gov/compound/carbon%20monoxidehttps://pubchem.ncbi.nlm.nih.gov/compound/methanolhttps://pubchem.ncbi.nlm.nih.gov/compound/carbon%20monoxidehttps://pubchem.ncbi.nlm.nih.gov/compound/methanolhttps://pubchem.ncbi.nlm.nih.gov/compound/peracetic%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/acetic%20anhydridehttps://pubchem.ncbi.nlm.nih.gov/compound/oxygenhttps://pubchem.ncbi.nlm.nih.gov/compound/acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/Acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/ethanolhttps://pubchem.ncbi.nlm.nih.gov/compound/carbon%20monoxidehttps://pubchem.ncbi.nlm.nih.gov/compound/methanolhttps://pubchem.ncbi.nlm.nih.gov/compound/acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/waterhttps://pubchem.ncbi.nlm.nih.gov/compound/acetylenehttps://pubchem.ncbi.nlm.nih.gov/compound/ethanolhttps://pubchem.ncbi.nlm.nih.gov/compound/butanehttps://pubchem.ncbi.nlm.nih.gov/compound/methyl%20acetatehttps://pubchem.ncbi.nlm.nih.gov/compound/butanehttps://pubchem.ncbi.nlm.nih.gov/compound/acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/methanol


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acetic anhydride): naphtha, heavy (liquid-phase oxidation; coproduced with acetone/methyl ethyl ketone/formicacid/propionic acid): n-butane (Celanese LPO process; coproduced with methanol/ethanol/acetone/methyl ethylketone/formic acid/propionic acid/n-butyric acid/methyl formate): acetic anhydride + cotton linters/bleached woodpulp (acetylation/partial hydrolysis; byproduct of cellulose acetate production)

Ashford, R.D. Ashford's Dictionary of Industrial Chemicals. London, England: Wavelength Publications Ltd., 1994., p. 11

from HSDB

0.0001% CHLORIDE, 0.00005% LEAD, 0.00002% IRON; 0.015% SULFUR DIOXIDE; 0.001% SULFATE

CONSIDINE, DM; CHEMICAL AND PROCESS TECHNOLOGY ENCYCLOPEDIA, (1974) p.20

from HSDB

Water is the chief impurity in acetic acid although other materials such as acetaldehyde, acetic anhydride, formicacid, biacetyl, methyl acetate, ethyl acetoacetate, iron and mercury are also sometimes found.


from HSDB

9.3 Impurities

Grades: USP /United States Pharmacopeia/ (glacial, 99.4 wt % and dilute, 36-37 wt %), CP /chemically pure: agrade designation signifying a minimum of impurities, but not 100% purity/; technical (80; 99.5%); commercial(6, 28, 30, 36, 56, 70, 80 and 99.5%); NF /national formulary/ (diluted; 6.0 g/100 mL).


from HSDB

Glacial acetic acid is considered to be 99.50 wt % or higher. A different grade has a minimum concentration of 99.70 wt %. Specialty users require water solutions of 86 and 36%. Such grades are prepared on special order.Only minor quantities of these grades are marketed, and their use is vanishing.


from HSDB

Vinegar... /is/ an aqueous solution containing about 4-12% acetic acid.

Le Berre C et al; Acetic Acid. Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (1999-2014). NY, NY: John Wiley &Sons. Online Posting Date: March 26, 2014

from HSDB

Ecosharp Weed & Grass Killer (Ecoval Corporation): Active ingredient: vinegar 25.0%.

National Pesticide Information Retrieval System's Database on Acetic Acid (64-19-7). Available from, as of June 12, 2014:http://npirspublic.ceris.purdue.edu/ppis/

from HSDB

Ecosharp Weed & Grass Killer Ready to Use (Ecoval Corporation): Active ingredient: vinegar 6.25%.


from HSDB

Weed Works Weed & Grass Killer (Weed Works, Inc): Active ingredient: vinegar 20.0%.


from HSDB

9.4 Formulations/Preparations

http://npirspublic.ceris.purdue.edu/ppis/http://npirspublic.ceris.purdue.edu/ppis/http://npirspublic.ceris.purdue.edu/ppis/https://pubchem.ncbi.nlm.nih.gov/compound/waterhttps://pubchem.ncbi.nlm.nih.gov/compound/mercuryhttps://pubchem.ncbi.nlm.nih.gov/compound/ironhttps://pubchem.ncbi.nlm.nih.gov/compound/ethyl%20acetoacetatehttps://pubchem.ncbi.nlm.nih.gov/compound/methyl%20acetatehttps://pubchem.ncbi.nlm.nih.gov/compound/biacetylhttps://pubchem.ncbi.nlm.nih.gov/compound/formic%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/acetic%20anhydridehttps://pubchem.ncbi.nlm.nih.gov/compound/acetaldehydehttps://pubchem.ncbi.nlm.nih.gov/compound/Waterhttps://pubchem.ncbi.nlm.nih.gov/compound/SULFATEhttps://pubchem.ncbi.nlm.nih.gov/compound/SULFUR%20DIOXIDEhttps://pubchem.ncbi.nlm.nih.gov/compound/IRONhttps://pubchem.ncbi.nlm.nih.gov/compound/CHLORIDEhttps://pubchem.ncbi.nlm.nih.gov/compound/acetic%20anhydridehttps://pubchem.ncbi.nlm.nih.gov/compound/methyl%20formatehttps://pubchem.ncbi.nlm.nih.gov/compound/n-butyric%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/propionic%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/formic%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/methyl%20ethyl%20ketonehttps://pubchem.ncbi.nlm.nih.gov/compound/acetonehttps://pubchem.ncbi.nlm.nih.gov/compound/ethanolhttps://pubchem.ncbi.nlm.nih.gov/compound/methanolhttps://pubchem.ncbi.nlm.nih.gov/compound/n-butanehttps://pubchem.ncbi.nlm.nih.gov/compound/propionic%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/formic%20acidhttps://pubchem.ncbi.nlm.nih.gov/compound/methyl%20ethyl%20ketonehttps://pubchem.ncbi.nlm.nih.gov/compound/acetonehttps://pubchem.ncbi.nlm.nih.gov/compound/acetic%20anhydride


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Summerset Alldown Concentrate (Summerset Products): Active ingredient: vinegar 23.0%, citric acid 14.0%.


from HSDB

Summerset Alldown Herbicide (Summerset Products): Active ingredient: vinegar 8.0%, citric acid 6.0%.


from HSDB

Wasp Hornet Yellowjacket Attractant System (Bull Run Scientific, VBT): Active ingredient: vinegar 8.0%, heptylbutyrate 99.8%, 59.75%.


from HSDB

Fleischmann's Vinegar Weed Control (Fleischmann's Vinegar Company, Inc): Active ingredient: vinegar 20.0%.


from HSDB

Grotek Elimaweed Weed and Grass Killer (Greenstar Plant Products, Inc): Active ingredient: vinegar 7.15%.


from HSDB

Vinyl acetate monomer (VAM), 60%; acetic anhydride, including production of cellulose acetate, 10%; esters,10%; CMT/PTA, 10%; miscellaneous, including textiles and chloroacetic acid, 10%.

Kavaler AR; Chemical Marketing Reporter. Chemical Profile: Acetic Acid. May 1, 1995

from HSDB

Demand: 1994: 3.82 billion pounds; 1995: 3.9 billion pounds�

Documents

Acetic Acid Pub Chem