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LifeScience Biesterfeld Spezialchemie GmbH Organic Synthesis

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Page 1: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

LifeScience

Biesterfeld Spezialchemie GmbH

Organic Synthesis

Page 2: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

2

Contents

Reactions and Technologies

Carbohydrates and Nucleosides

Amino Acids and Derivatives

Pyrimidines and Purines

Pyridines

Piperidines

N- and S-Heterocycles

Thiophenes

Carboxylic Acids and Derivatives

Aldehydes

Ketones

Alcohols and Ethers

Nitro and Amino Aromatics

Dye and Hair Dye Intermediates

Sulfonic Acids and Derivatives

Silanes

Amines and Ammonium Salts

Nitriles

Halo Aliphatics

Halo Alcohols and Ethers

Halo Aromatics

Halo Carboxylic Acids and Esters

Fluoro Compounds

Photochemicals

3

4

5

6

8

11

12

13

14

16

17

19

20

22

24

24

25

26

27

27

28

29

30

31

Page 3: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

3

Reactions & Technologies

Acrolein Chemistry

Asymmetric Epoxidation

Catalytic Reduction

Chlorosulfonation

Diazotation

Distillation

Enantioselective Reduction

Fermentation

Friedel-Crafts-Acylation / -Alkylation

Grignard-Reaction

Halogenation (Bromination, Chlorination, Fluorination)

Heterocycles

Kilo-Labfacilities

Low-Temperature Chemistry (- 80°C)

Multi-Step Synthesis

Heck Reactions

Phosgenation

Sulfur-Chemistry (CS2, H2S)

Vilsmeier-Chemistry (POCl3 and Phosgene)

Organozinc Reactions

Page 4: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

OHO

OH

O

O

N

HN

N

N

N

N

OH

HO

OH OH

O

Guanosine

CAS: [118-00-3]

Thymidine

CAS: [50-89-5]

Uridine

CAS: [58-96-8]

O O CH3

O

O CH3OH3C

O O

OH3C

O

O

OH3C

O

CH3

O CH3

O

O CH3

O

N

N

N

N

OH

HO

OH OH

O

H2N

OHO

OH

O

O

CH3

N

HN

Carbohydrates and Nucleosides

1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose

CAS: [13035-61-5]

1,2,3-tri-O-Acetyl-5-deoxy-β-D-ribofuranose

CAS: [62211-93-2]

1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

CAS: [6974-32-9]

Inosine

CAS: [58-63-9]

O O CH3

O

OO

O O

O

O

4

Page 5: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

5

H2N COOR

COOR. HCl R = CH3, C2H5

N-(4-Aminobenzoyl)-L-glutamic acid

CAS: [4271-30-1]

L-Glutamic acid dimethyl / diethyl ester hydrochloride

S-(-)-2-Pyrrolidone-5-carboxylic acid

(L-Pyroglutamic acid)

CAS: [98-79-3]

DL-Phenylglycine

CAS: [2835-06-5]

D-(-)- and L-(+)-alpha-Phenylglycine

Glycine ethyl ester hydrochloride

CAS: [623-33-6]

L-Cysteine hydrochloride anhydrous

CAS: [52-89-1]

6-Aminocaproic acid

CAS: [60-32-2]

4-Aminobutyric acid

CAS: [56-12-2]

4-Amino-3-phenylbutyric acid

CAS: [1078-21-3]

H2N

N COOH

O COOH

H

N

H

O COOH

COOH

NH2

COOH

NH2

H2N COOC2H5

. HCl

HSCOOH

NH2. HCl

H2N COOH

H2N COOH

COOH

H2N

Amino Acids and Derivatives

Page 6: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

2-Chloropyrimidine

CAS: [1722-12-9]

2-Cyanopyrimidine

CAS: [14080-23-0]

Cytosine

CAS: [71-30-7]

5-Fluorocytosine (Flucytosine)

CAS: [2022-85-7]

N4-Acetylcytosine

CAS: [14631-20-0]

Thymine

CAS: [65-71-4]

Uracil

CAS: [66-22-8]

5-Ethyluracil

CAS: [4212-49-1]

6

N

NCl

N

NNC

N

N

NH2

O

H

N

N

F

NH2

H

O

N

NO

NHH3C

O

H

HN

N

O

O

CH3

H

HN

N

O

O

H

HN

N

O

O

C2H5

H

Pyrimidines and Purines

HN

N

F

O

O

H

N

N

NH2

H2N OH

N

N

NH2

Cl Cl

N

N

NH2

H3CO OCH3

N

N

OH

H2N NH2

NH2. H2SO4

N

N

NH2

H2N NH2

NH2. H2SO4

N

NCl

Cl

Cl

N

NH3C

Cl

Cl

5-Fluorouracil

CAS: [51-21-8]

2,4-Diamino-6-hydroxypyrimidine

CAS: [56-06-4]

4-Amino-2,6-dichloropyrimidine

CAS: [10132-07-7]

4-Amino-2,6-dimethoxypyrimidine

CAS: [3289-50-7]

6-Hydroxy-2,4,5-triaminopyrimidine sulfate

CAS: [1603-02-7]

2,4,5,6-Tetraaminopyrimidine sulfate

CAS: [5392-28-9]

2,4,6-Trichloropyrimidine

CAS: [3764-01-0]

4,6-Dichloro-2-methylpyrimidine

CAS: [1780-26-3]

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2,4-Dichloro-5-(trifluoromethyl)-pyrimidine

CAS: [3932-97-6]

N-(2-Pyrimidinyl)-piperazine

CAS: [20980-22-7]

Adenine

CAS: [73-24-5]

6-Chloroguanine (2-Amino-6-chloropurine)

CAS: [10310-21-1]

2,6-Diaminopurine

CAS: [1904-98-9]

2,6-Dichloropurine

CAS: [5451-40-1]

2,6-Dimercaptopurine

CAS: [5437-25-2]

Guanine

CAS: [73-40-5]

7

Pyrimidines and Purines

N

NCl

Cl

CF3

N

NN N H

N

N

N

N

H

NH2

N

N

N

N

H

Cl

H2N

N

N

N

N

H

NH2

H2N

N

N

N

N

H

Cl

Cl

N

N

N

NHS

SH

H

N

N

N

N

H

OH

H2N

N

N

N

N

H

OH

N2-Acetyl-9-[2-(acetoxyethoxy)methyl]-guanine

(Diacetylacyclovir)

CAS: [75128-73-3]

6-Mercaptopurine monohydrate

CAS: [6112-76-1]

6-Chloropurine

CAS: [1074-89-1]

Hypoxanthine (6-Hydroxypurine)

CAS: [68-94-0]

N

N

N

N

OH

NH3C

O

H O OCH3

O

N

N

N

N

H

SH . H2O

N

N

N

N

H

Cl

Page 8: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

Pyridine ACS

CAS: [110-86-1]

2-Acetylpyridine

CAS: [1122-62-9]

3-Acetylpyridine

CAS: [350-03-8]

3-(2-Bromoacetyl)-pyridine hydrobromide

CAS: [17694-68-7]

2-, 3- and 4-Aminopyridine

2,6-Diaminopyridine

CAS: [141-86-6]

2-, 3- and 4-(Aminomethyl)-pyridine

4-Amino-3,5-dichloropyridine

CAS: [22889-78-7]

2-Amino-3-hydroxypyridine

CAS: [16867-03-1]

2-Amino-3-methylpyridine

CAS: [1603-40-3]

N

NCH3

O

N

CH3

O

N

Br

O

. HBr

N

NH2

NH2N NH2

N

CH2NH2

N

ClCl

NH2

N

OH

NH2

N

CH3

NH2

N NH2

CH3

N NH2

H3C

N NH2

Cl

N Br

N

Br

N Cl

OH

N Cl

COOH

N

COR

R = OH, NH2

N COOH

N

COOCH3

8

Pyridines

2-Amino-4-methylpyridine

CAS: [695-34-1]

2-Amino-5-methylpyridine

CAS: [1603-41-4]

2-Amino-5-chloropyridine

CAS: [1072-98-6]

2-Bromopyridine

CAS: [109-04-6]

3-Bromopyridine

CAS: [626-55-1]

2-Chloro-3-hydroxypyridine

CAS: [6636-78-8]

2-Chloronicotinic acid

CAS: [2942-59-8]

Nicotinic acid / Niacinamide

Picolinic acid

CAS: [98-98-6]

Methyl nicotinate

CAS: [93-60-7]

Page 9: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

N

COOR

R = H, CH3

N

COOH

N

COOH. HCl

N

CN

N Cl

CN

N Cl

CN

NCN

N Cl

Cl

N

NCH3H3C

N CH3

CH3

N CH3H3C

N CH3

CH3H3C

NCH3

N

9

Pyridines

Isonicotinic acid / - methyl ester

Pyridine-3-acetic acid

CAS: [501-81-5]

Pyridine-3-acetic acid hydrochloride

CAS: [6419-36-9]

2-, 3- and 4-Cyanopyridine

2-Chloro-3-cyanopyridine

CAS: [6602-54-6]

2-Chloro-4-cyanopyridine

CAS: [33252-30-1]

Pyridine-2-acetonitrile

CAS: [2739-97-1]

2,5-Dichloropyridine

CAS: [16110-09-1]

4-(Dimethylamino)-pyridine (4-DMAP)

CAS: [1122-58-3]

2-, 3- and 4-Methylpyridine

N

CH3

N

H3C

Cl

N

H3C

SH

N SH

N

HX X = Br, Cl

2,3-Dimethylpyridine (2,3-Lutidine)

CAS: [583-61-9]

3,5-Dimethylpyridine (3,5-Lutidine)

CAS: [591-22-0]

2,6-Dimethylpyridine (2,6-Lutidine)

CAS: [108-48-5]

2,3,5-Trimethylpyridine (2,3,5-Collidine)

CAS: [695-98-7]

2-Ethylpyridine

CAS: [100-71-0]

2-Vinylpyridine

CAS: [100-69-6]

2-Chloro-5-methylpyridine

CAS: [18368-64-4]

2-Mercapto-5-methylpyridine

CAS: [18368-58-6]

2-Mercaptopyridine

CAS: [2637-34-5]

Pyridine hydrobromide / - hydrochloride

N

CH3H3C

Page 10: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

N

CH3

Cl

. H2ON

HBr3

N

CH2OH

N

OH

N

CHO

N

OH

SO3H

N

Cl

SO2NH2

N

OH

CH3

N OHHO

CH3

CH3

N

NH2

Cl

NN N H

N

O NCH3

O

CH3

N

NO2

O

10

Pyridines

Cetylpyridinium chloride monohydrate

CAS: [6004-24-6]

1-(2-Pyridinyl)-piperazine

CAS: [34803-66-2]

3-(N,N-Dimethylcarbamoyloxy)-pyridine

CAS: [51581-32-9]

4-Nitropyridine N-oxide

CAS: [1124-33-0]

Pyridinium bromide perbromide

CAS: [39416-48-3]

2-, 3- and 4-(Hydroxymethyl)-pyridine

2-, 3- and 4-Hydroxypyridine

2-, 3- and 4-Pyridinecarboxaldehyde

4-Hydroxy-3-pyridinesulfonic acid

CAS: [51498-37-4]

4-Chloro-3-pyridinesulfonamide

CAS: [33263-43-3]

3-Hydroxy-2-methylpyridine

CAS: [1121-25-1]

2,6-Dihydroxy-3,4-dimethylpyridine

CAS: [84540-47-6]

3-Amino-2-chloropyridine

CAS: [6298-19-7]

2-Amino-6-chloro-3-nitropyridine

CAS: [27048-04-0] N

NO2

NH2Cl

Page 11: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

Piperidine

CAS: [110-89-4]

Piperidine hydrochloride

CAS: [6091-44-7]

3-Methylpiperidine

CAS: [626-56-2]

cis-2,6-Dimethylpiperidine (cis-Lupetidine)

CAS: [766-17-6]

2,2,6,6-Tetramethylpiperidine

CAS: [768-66-1]

1-Benzyl-4-piperidone

CAS: [3612-20-2]

N

H

N

H

. HCl

N

CH3

H

N CH3H3C

H

N

H

H3C

H3C CH3

CH3

N O

N

OH

H

N

CH3

OH

N

OH

N

COOC2H5

H

N

COOR

H

R = H, C2H5

N ClOH

H

Piperidines

4-Hydroxypiperidine

CAS: [5382-16-1]

N-Methyl-4-piperidinol

CAS: [106-52-5]

N-(2-Hydroxyethyl)-piperidine

CAS: [3040-44-6]

Piperidine-3-carboxylic acid ethyl ester

CAS: [5006-62-2]

Piperidine-4-carboxylic acid / - ethyl ester

4-(4’-Chlorophenyl)-4-hydroxypiperidine

CAS: [39512-49-7]

11

Page 12: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

NS

N

NCl

O

N

N

OH

H

N

N

H

CH3

HOOCN

NH

. 2HCl

N

O

C2H5

N

O

OH

N

OH

N CH3

OH

NH

S O

O

NS

N

ClCl

N- and S-Heterocycles

12

N

NN

H

H2N

N

NN

H

SNa

NHHN

N

N

H

CH3

N

N

H

C2H5

N

N

CH3

H

H

N

NN H

O

N

NNH2N

N N

O

NN

N

N

CH3

N-(2-Hydroxyethyl)-piperazine

CAS: [103-76-4]

1-Methyl-3-phenylpiperazine

CAS: [5271-27-2]

4-[(4-Methyl-1-piperazinyl)-methyl]-benzoic acid diHCl

CAS: [106261-49-8]

N-Ethylmorpholine

CAS: [100-74-3]

N-(2-Hydroxyethyl)-morpholine

CAS: [622-40-2]

8-Hydroxyquinoline

CAS: [148-24-3]

8-Hydroxyquinaldine

CAS: [826-81-3]

Thiazolidine-2,4-dione

CAS: [2295-31-0]

3,4-Dichloro-1,2,5-thiadiazole

CAS: [5728-20-1]

3-Chloro-4-morpholino-1,2,5-thiadiazole

CAS: [30165-96-9]

N-Methylimidazole

CAS: [616-47-7]

N,N'-Carbonyldiimidazole

CAS: [530-62-1]

3-Amino-1H-1,2,4-triazole

CAS: [61-82-5]

5-Mercapto-1H-1,2,3-triazole sodium salt

CAS: [59032-27-8]

4-Amino-4H-1,2,4-triazole

CAS: [584-13-4]

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one

CAS: [6969-71-7]

Homopiperazine

CAS: [505-66-8]

N-Methylpiperazine

CAS: [109-01-3]

N-Ethylpiperazine

CAS: [5308-25-8]

2-Methylpiperazine

CAS: [109-07-9]

Page 13: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

NCH3

COOC2H5

CH3

HO

N

NSH

H5C2OH

S

O

S

O

CH3

S NH2

CN

H3C

S OH

S

Br

S

Cl

SCl COOH

S O

SOCH3

H3CO

S

COOH

SCF3

O O

N

O

O

Br

N

O

O

OH

O

NCl

Cl

N- and S-Heterocycles

Thiophenes

13

2- and 3-Chlorothiophene

5-Chloro-2-thiophenecarboxylic acid

CAS: [24065-33-6]

2-Acetylbenzo[b]thiophene

CAS: [22720-75-8]

6-Methoxy-2-(4-methoxyphenyl)-benzothiophene

CAS: [63675-74-1]

2-[2-(2-Thienyl)-ethyl]-benzoic acid

CAS: [1622-54-4]

1-(2’-Thenoyl)-3,3,3-trifluoroacetone

CAS: [326-91-0]

S

NH2H3C

COOCH3

S

O

N-Bromosuccinimide

CAS: [128-08-5]

N-Hydroxysuccinimide

CAS: [6066-82-6]

2,6-Dichlorobenzoxazole

CAS: [3621-82-7]

2-Acetylthiophene

CAS: [88-15-3]

3-Acetylthiophene

CAS: [1468-83-3]

2-Acetyl-3-methylthiophene

CAS: [13679-72-6]

2-Amino-3-cyano-5-methylthiophene

CAS: [138564-58-6]

Methyl 3-amino-4-methylthiophene-2-carboxylate

CAS: [85006-31-1]

2-(2-Hydroxyethyl)-thiophene

CAS: [5402-55-1]

2- and 3-Bromothiophene

5-Ethoxy-2-mercaptobenzimidazole

CAS: [155489-15-1]

1,2-Dimethyl-5-hydroxy-2-indolecarboxylic acid

ethyl ester (Mecarbinate)

CAS: [15574-49-9]

Page 14: LifeScience - Biesterfeld · PDF file2 Contents Reactions and Technologies Carbohydrates and Nucleosides Amino Acids and Derivatives Pyrimidines and Purines Pyridines Piperidines N-

14

Carboxylic Acids and Derivatives

n-Butyric acid

CAS: [107-92-6]

Isobutyric acid

CAS: [79-31-2]

Isobutyric anhydride

CAS: [97-72-3]

Valeric acid

CAS: [109-52-4]

Methyl valerate

CAS: [624-24-8]

2-Methylbutyric acid

CAS: [116-53-0]

Isovaleric acid

CAS: [503-74-2]

2-Methylpentanoic acid

CAS: [97-61-0]

n-Heptanoic acid

CAS: [111-14-8]

2-Ethylhexanoic acid

CAS: [149-57-5]

COOH

COOH

O

O O

COOH

COOCH3

COOH

COOH

COOH

COOH

COOH

COOH

COOCH3O

COOC2H5

O

RO O

R

O OO

R = H, C2H5

O

O

COOH

HO

OH

COOCH3

COOH

HO

H3CO

n-Nonanoic acid

CAS: [112-05-0]

Isononanoic acid (3,5,5-Trimethylhexanoic acid + C9-isomers)

3-Oxovaleric acid methyl ester

CAS: [30414-53-0]

Ethyl 2-oxo-4-phenylbutyrate

CAS: [64920-29-2]

3-Oxoglutaric acid / - ethyl ester

Methyl - / Ethyl 2-oxocyclopentane carboxylate

4-Acetoxystyrene

CAS: [2628-16-2]

4-Hydroxybenzoic acid

CAS: [99-96-7]

Benzilic acid methyl ester

CAS: [76-89-1]

Ferulic acid

CAS: [537-98-4]

COOH

COOR

O R = CH3, C2H5

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15

Carboxylic Acids and Derivatives

4-Methylsalicylic acid / - methyl ester

4-Hydroxy- and 4-Methylsalicylamide

5-(Bromoacetyl)-salicylamide

CAS: [73866-23-6]

1-Hydroxy-2-naphthoic acid

CAS: [86-48-6]

1,4-Dihydroxy-2-naphthoic acid

CAS: [31519-22-9]

Anthracene-9-carboxylic acid

CAS: [723-62-6]

Xanthene-9-carboxylic acid

CAS: [82-07-5]

3,3-Dimethylacrylic acid methyl ester

CAS: [924-50-5]

3-Vinylpropionic acid

CAS: [591-80-0]

2-Phenylacrylic acid (Atropic acid)

CAS: [492-38-6]

COOROH

CH3

R = H, CH3

CONH2OH

RR = OH, CH3

CONH2OH

Br

O

OH

COOH

OH

COOH

OH

COOH

O

COOH

COOCH3

COOH

COOH

CH3COR

H3C

CH3R = OH, Cl

COR

R = OH, Cl

COOH

COOH

CH3

COR

H3COR = OH, Cl

HOOCCOOH

OH

OH

COOH

HOOH

COOH

HH

COOCH3

COOCH3

COCl

COR

R = OH, Cl

2,2-Dimethylbutyric acid / - chloride

Cyclohexanecarboxylic acid / - chloride

4-tert-Butylbenzoic acid

CAS: [98-73-7]

2-, 3- and 4-Toluic acid

4-Methoxybenzoic acid / - chloride

DL-Tartaric acid anhydrous

CAS: [133-37-9]

D-(-)-Tartaric acid

CAS: [147-71-7]

Dimethyl oxalate

CAS: [553-90-2]

Phenylacetyl chloride

CAS: [103-80-0]

2-Phenylbutyric acid / - chloride

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16

Carboxylic Acids and Derivatives

3-Phenylpropionic acid / - chloride

4-Phenylbutyric acid

CAS: [1821-12-1]

COR

R = OH, Cl

COOH

CHO

CHO

CHO

CHO

Cl

HO CHO

H

COCl

COCl

O

OH

O

HO

HO

CHO

CHO

OH

OH

OH

OCH3H3CO

CHO

OH

OCH3O2N

CHO

CHO

OCH3

OCH3

OCH3

Phthaloyl dichloride

CAS: [88-95-9]

4-Hydroxycoumarin

CAS: [1076-38-6]

Triethyl phosphonoacetate

CAS: [867-13-0]

Aldehydes

n-Butyraldehyde

CAS: [123-72-8]

Isovaleraldehyde

CAS: [590-86-3]

2-Ethylhexanal

CAS: [123-05-7]

Benzaldehyde

CAS: [100-52-7]

2-Chlorobenzaldehyde

CAS: [89-98-5]

3-Hydroxybenzaldehyde

CAS: [100-83-4]

4-Hydroxybenzaldehyde

CAS: [123-08-0]

3,4-Dihydroxybenzaldehyde

CAS: [139-85-5]

4-Hydroxy-3,5-dimethoxybenzaldehyde

CAS: [134-96-3]

4-Hydroxy-3-methoxy-5-nitrobenzaldehyde

CAS: [6635-20-7]

2,3,4-Trimethoxybenzaldehyde

CAS: [2103-57-3]

PH5C2O

OC2H5

CH2 COOC2H5

O

CHO

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Aldehydes

17

4-Hydroxy-3,5-dimethylbenzaldehyde

CAS: [2233-18-3]

4-tert-Butylbenzaldehyde

CAS: [939-97-9]

4-(Methylthio)-benzaldehyde

CAS: [3446-89-7]

OH

CH3H3C

CHO

CHO

CHO

SH3C

CHO

CHO

CHO

CHO

9-Anthranaldehyde

CAS: [642-31-9]

3-(9-Anthryl)-acrolein

CAS: [38982-12-6]

o-Phthalaldehyde (o-Phthaldialdehyde)

CAS: [643-79-8]

Ketones

2,4,6-Trihydroxyacetophenone

CAS: [480-66-0]

4-(Methylthio)-acetophenone

CAS: [1778-09-2]

4-Chlorobenzophenone

CAS: [134-85-0]

4-Hydroxybenzophenone

CAS: [1137-42-4]

3,4-Dihydroxybenzophenone

CAS: [10425-11-3]

2,3,4-Trihydroxybenzophenone

CAS: [1143-72-2]

O

OHHO

OH

SH3C

O

O

Cl

O

OH

O

OH

OH

O OH

OH

OH

Cl

O

Cl

O

O

HO

O

Cl

O

Cl

Br

O

Cl

3-Chloropropiophenone

CAS: [936-59-4]

4'-tert-Butyl-4-chlorobutyrophenone

CAS: [43076-61-5]

4’-Hydroxypropiophenone

CAS: [70-70-2]

3’-Chloropropiophenone

CAS: [34841-35-5]

2-Bromo-3'-chloropropiophenone

CAS: [34911-51-8]

4’-Chloropropiophenone

CAS: [6285-05-8]

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Ketones

1-Acetylnaphthalene

CAS: [941-98-0]

Cyclohexane-1,3-dione

CAS: [504-02-9]

Cyclohexane-1,4-dione

CAS: [637-88-7]

5,6-Dimethoxy-1-indanone

CAS: [2107-69-9]

6-Methoxy-1-tetralone

CAS: [1078-19-9]

7-Methoxy-1-tetralone

CAS: [6836-19-7]

7-Methoxy-2-tetralone

CAS: [4133-34-0]

5-Hydroxy-1-tetralone

CAS: [28315-93-7]

O

O

O

OO

OH3OC

H3OC

O

H3CO

H3CO

O

H3CO O

OH

O

C2H5O

O

O

O

O

O

O

Cl

O

O

Cl

Cl

O

O

OH

2-Ethylcyclopentane-1,3-dione

CAS: [823-36-9]

4-tert-Butylcyclohexanone

CAS: [98-53-3]

2,3:6,7-Dibenzosuberone

CAS: [1210-35-1]

2,3:6,7-Dibenzosuberenone

CAS: [2222-33-5]

2-Chloro-1,4-naphthoquinone

CAS: [1010-60-2]

2,3-Dichloro-1,4-naphthoquinone

CAS: [117-80-6]

2-Hydroxy-1,4-naphthoquinone

CAS: [83-72-7]

18

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Alcohols and Ethers

19

4-(2-Hydroxyethyl)-phenol

CAS: [501-94-0]

4-(2-Methoxyethyl)-phenol

CAS: [56718-71-9]

4-Hydroxybenzylalcohol

CAS: [623-05-2]

S-(-)-3-tert-Butylamino-1,2-propanediol

CAS: [30315-46-9]

1,3,5-Trimethoxybenzene

CAS: [621-23-8]

HO

OH

HO

H

HO

OCH3

HO

OH

HO N

OH H

OCH3H3CO

OCH3

O

O

HO

OH

O OH

OH

O OHH3C

Isosorbide

CAS: [652-67-5]

4-(Benzyloxy)-phenol

CAS: [103-16-2]

4-Methoxyphenol (Mequinol)

CAS: [150-76-5]

1-Phenyl-1-propanol

CAS: [93-54-9]

3-Methoxy-1-propanol

CAS: [1589-49-7]

OHH3CO

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O

NO2

COOH

NO2

CH3

NO2

COOH

NO2

CH3

COOH

C2H5

COOH

NO2

COOH

CH3

NO2

Cl

O2N

COOH

Cl

NO2

COOH

Nitro and Amino Aromatics

NO2

Cl

COOH

CH3

NO2

OH

CH3

OH

NO2

CH3

O2NOH

NO2

COOH

NH2

NH2

CH3

O2N

H2N

COOH

NH2

COOR

NH2

R = CH3, C2H5

20

5-Chloro-2-nitrobenzoic acid

CAS: [2516-95-2]

2-Nitro-m-cresol

CAS: [4920-77-8]

4-Nitro-m-cresol

CAS: [2581-34-2]

6-Nitro-m-cresol

CAS: [700-38-9]

4-Amino-3-nitrobenzoic acid

CAS: [1588-83-6]

2-Methyl-5-nitroaniline (5-Nitro-o-toluidine)

CAS: [99-55-8]

5-Aminoindan

CAS: [24425-40-9]

4-Aminobenzoic acid

CAS: [150-13-0]

Methyl - / Ethyl anthranilate

2-, 3- and 4-Nitroacetophenone

2-, 3- and 4-Nitrobenzaldehyde

2-, 3- and 4-Nitrobenzoic acid

2-Methyl-3-nitrobenzoic acid

CAS: [1975-50-4]

3-Methyl-4-nitrobenzoic acid

CAS: [3113-71-1]

3-Ethyl-4-nitrobenzoic acid

CAS: [702642-79-3]

4-Methyl-3-nitrobenzoic acid

CAS: [96-98-0]

2-Chloro-5-nitrobenzoic acid

CAS: [2516-96-3]

4-Chloro-3-nitrobenzoic acid

CAS: [96-99-1]

CHO

NO2

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COOH

NH2

CH3

COOCH3

NCH3

H

NH2

HO

COOH

COOH

OH

H2N

COOH

NH2

CH3

NH2

COOH

CH3

21

NH2

H3C

COOH

COOR

NH2

Cl

R = H, CH3

OH

NH2

CH3Cl

NH2

2-Amino-5-methylbenzoic acid

CAS: [2305-37-5]

3-Amino-4-chlorobenzoic acid

CAS: [2840-28-0]

4-Amino-2-chlorobenzoic acid / - methyl ester

2-Aminobenzylalcohol

CAS: [5344-90-1]

6-Chloro-2-methylaniline (6-Chloro-o-toluidine)

CAS: [87-63-8]

Methyl N-methylanthranilate (Dimethyl anthranilate)

CAS: [85-91-6]

2-Amino-5-hydroxybenzoic acid

CAS: [394-31-0]

5-Aminosalicylic acid

CAS: [89-57-6]

3-Amino-2-methylbenzoic acid

CAS: [52130-17-3]

3-Amino-4-methylbenzoic acid

CAS: [2458-12-0]

4-Amino-3-methylbenzoic acid

CAS: [2486-70-6]

Nitro and Amino Aromatics

COOH

NH2

Cl

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OH

CH3

H2N

OH

CH3Cl

H2N

OH

CH3

NH2

OH

CH3

H2N

OH

CH3

NH2

OH

CH3

NO2

OH

NH2

OH

NH2

NO2

NH2

NH2

NH2

NH2

. H2SO4

NH2

NO2

NH2

CH3

NH2

NH2

CH3

NH2

H2N

CH3

NH2

H2N. H2SO4

NH2

Cl

O2N

OH

CH3

OH

OH

OH

Cl

m-Phenylenediamine sulfate

CAS: [541-70-8]

2-Chloro-p-phenylenediamine sulfate

CAS: [61702-44-1]

2-Nitro-p-phenylenediamine

CAS: [5307-14-2]

2,4-Diaminotoluene

CAS: [95-80-7]

2,5-Diaminotoluene

CAS: [95-70-5]

2,5-Diaminotoluene sulfate

CAS: [615-50-9]

2-Chloro-5-nitroaniline

CAS: [6283-25-6]

2-Methylresorcinol

CAS: [608-25-3]

4-Chlororesorcinol

CAS: [95-88-5]

5-Amino-o-cresol

CAS: [2835-95-2]

6-Chloro-5-amino-o-cresol

CAS: [84540-50-1]

4-Amino-m-cresol

CAS: [2835-99-6]

6-Amino-m-cresol

CAS: [2835-98-5]

2-Amino-p-cresol

CAS: [95-84-1]

3-Nitro-p-cresol

CAS: [2042-14-0]

2-, 3- and 4-Aminophenol

4-Amino-3-nitrophenol

CAS: [610-81-1]

o-, m- and p-Phenylenediamine

Dye and Hair Dye Intermediates

22

NH2

H2N

Cl

. H2SO4

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NH

NH2

NO2

HO

NN NH2

NH2

HO

. H2SO4

NH

NHO OH

NO2

HO

NH

NC2H5HO

NO2

HO

. HCl

NH

NO2

OH

NHH2N

NO2

NH2

N

NO2

OHHO

NH

NO2

OH

HO

NH

OH

NO2

HO

NH

NO2

HO

NHHO

NO2

NH2

HC Red 13

CAS: [94158-13-1]

HC Red BN

CAS: [92952-81-3]

HC Red B 54

CAS: [65235-31-6]

HC Yellow 2

CAS: [4926-55-0]

HC Yellow 5

CAS: [56932-44-6]

4,5-Diamino-1-(2-hydroxyethyl)-pyrazole sulfate

CAS: [155601-30-2]

HC Blue 2

CAS: [33229-34-4]

HC Blue 12

CAS: [132885-85-9]

HC Orange 1

CAS: [54381-08-7]

HC Red 1

CAS: [2784-89-6]

HC Red 3

CAS: [2871-01-4]

Dye and Hair Dye Intermediates

23

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24

Sulfonic Acids and Sulfo Derivatives

Silanes

NH2

NH2

SO3H

HO3S

SO2Cl

SSNH2H2N O

O

O

O

NH2Cl

COR

Cl

SO

NH2

O

R = OH, Cl

COOH

O

SO

NH2

O

O2N

SNH2

O

O

NH2N

H

. HCl

H3C

SO3CH3

H3C

SN

C2H5O O

H

SO3Na

IH3C S CH3

CH3

O

4-Hydrazinobenzenesulfonamide hydrochloride

CAS: [17852-52-7]

4-Toluenesulfonic acid methyl ester

CAS: [80-48-8]

4-Toluenesulfonic acid N-ethylamide

CAS: [80-39-7]

Sodium p-styrenesulfonate

CAS: [2695-37-6]

Trimethylsulfoxonium iodide

CAS: [1774-47-6]

1,2-Diamino-5,7-naphthalenedisulfonic acid

CAS: [73692-57-6]

Naphthalene-2-sulfonyl chloride

CAS: [93-11-8]

4-Amino-6-chlorobenzene-1,3-disulfonamide

CAS: [121-30-2]

4-Chloro-3-sulfamoylbenzoic acid / - chloride

3-Nitro-4-phenoxy-5-sulfamoylbenzoic acid

CAS: [28328-53-2]

Si Cl

Si Cl

Si CF3

Si

(Trifluoromethyl)-trimethylsilane (Ruppert Reagent)

CAS: [81290-20-2]

Allyltrimethylsilane

CAS: [762-72-1]

tert-Butylchlorodimethylsilane

CAS: [18162-48-6]

tert-Butyldiphenylchlorosilane

CAS: [58479-61-1]

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25

Amines and Ammonium Salts

Dimethylammonium chloride

CAS: [506-59-2]

Diethylamine

CAS: [109-89-7]

Triethylamine

CAS: [121-44-8]

Allylamine

CAS: [107-11-9]

Diallylamine

CAS: [124-02-7]

Triallylamine

CAS: [102-70-5]

N-Methyldiallylamine

CAS: [2424-01-3]

Triphenylamine

CAS: [603-34-9]

N-Methylcyclohexylamine

CAS: [100-60-7]

N-Methylbenzylamine

CAS: [103-67-3]

H3CN

CH3

H. HCl

N

H

N

NH2

N

H

N

N

CH3

N

NCH3

H

N

H

CH3

N

N

NNCH3

CH3H3C

CH3

N

CH3

H

NH2

CH3

H9C4 N C4H9

C4H9

C4H9

Br

N

O

H

H3C OH

NH2

N

H

OH

NCH3

H

OH

HO

OH

OHH2N

1,4-Diazabicyclo[2.2.2]octane (DABCO®)

CAS: [280-57-9]

N,N,N',N'-Tetramethylethylenediamine

CAS: [110-18-9]

R-(+)-N-Benzyl-alpha-methylbenzylamine

CAS: [38235-77-7]

1-Methyl-3-phenylpropylamine

CAS: [22374-89-6]

Tetrabutylammonium bromide

CAS: [1643-19-2]

Morpholine

CAS: [110-91-8]

R-(-)-2-Amino-1-butanol

CAS: [5856-63-3]

N-Benzylethanolamine

CAS: [104-63-2]

N-Methyl-3-phenyl-3-hydroxypropylamine

CAS: [42142-52-9]

Tris-(hydroxymethyl)-aminomethane (Tromethamine)

CAS: [77-86-1]

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26

Cysteamine hydrochloride

CAS: [156-57-0]

2-[(Dimethylamino)-methyl]-cyclohexanone

hydrochloride (Mannich HCl)

CAS: [42036-65-7]

HSNH2

. HCl

. HCl

O

NCH3

CH3

CN

NH2

CN

H2N

CH3

CN

CN

H3C

HO

CN

CN

CN

NO2

NCl

. HCl

NCl

. HCl

CN

NCCl

NC Cl

N CN

NCN

O

Amines and Ammonium Salts

2-(Diethylamino)-ethyl chloride hydrochloride

CAS: [869-24-9]

2-(Dimethylamino)-ethyl chloride hydrochloride

CAS: [4584-46-7]

Nitriles

2-Aminobenzonitrile

CAS: [1885-29-6]

4-Aminobenzonitrile

CAS: [873-74-5]

3-Methylbenzonitrile

CAS: [620-22-4]

4-Methylbenzonitrile

CAS: [104-85-8]

4-Hydroxybenzonitrile

CAS: [767-00-0]

3-Nitrophthalonitrile

CAS: [51762-67-5]

Cyclopropyl cyanide

CAS: [5500-21-0]

3-Chloropropionitrile

CAS: [542-76-7]

4-Chlorobutyronitrile

CAS: [628-20-6]

4-(N-Pyrrolidino)-butyronitrile

CAS: [35543-25-0]

N,N-Diethyl-2-cyanoacetamide

CAS: [26391-06-0]

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27

Halo Aliphatics

Halo Alcohols and Ethers

Ethyl bromide (Bromoethane)

CAS: [74-96-4]

1-Bromo-2-ethylbutane

CAS: [3814-34-4]

1,4-Dibromobutane

CAS: [110-52-1]

1,5-Dibromopentane

CAS: [111-24-0]

2-Ethylhexyl bromide

CAS: [18908-66-2]

1,10-Dibromodecane

CAS: [4101-68-2]

1-Bromododecane

CAS: [143-15-7]

Br

Br

BrBr

BrBr

Br

BrBr

Br

Cl

ClCl

ClCl

BrCl

Br Cl

ClBr

ClBr

Propargyl chloride

CAS: [624-65-7]

1,5-Dichloropentane

CAS: [628-76-2]

1,10-Dichlorodecane

CAS: [2162-98-3]

1-Bromo-2-chloroethane

CAS: [107-04-0]

1-Bromo-3-chloropropane

CAS: [109-70-6]

1-Bromo-4-chlorobutane

CAS: [6940-78-9]

1-Bromo-5-chloropentane

CAS: [54512-75-3]

3-Chloro-1-propanol

CAS: [627-30-5]

5-Chloro-1-pentanol

CAS: [5259-98-3]

6-Chloro-1-hexanol

CAS: [2009-83-8]

3-Methoxypropyl bromide / - chloride

ClHO

ClHO

ClHO

O XH3C

X = Br, Cl

OX

X = Br, Cl

O Br

ClHO

OH

2-Phenoxyethyl bromide / - chloride

3-Phenoxypropyl bromide

CAS: [588-63-6]

3-Chloro-1,2-propanediol

CAS: [96-24-2]

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28

Halo Aromatics

4-Bromoacetophenone

CAS: [99-90-1]

3-Bromoanisole

CAS: [2398-37-0]

4-Bromoanisole

CAS: [104-92-7]

2-, 3- and 4-Bromobenzaldehyde

4-Bromobenzyl bromide

CAS: [589-15-1]

4-Bromochlorobenzene

CAS: [106-39-8]

(2-Bromoethyl)-benzene

CAS: [103-63-9]

3-Bromofluorobenzene

CAS: [1073-06-9]

4-Bromofluorobenzene

CAS: [460-00-4]

O

Br

Br

OCH3

OCH3

Br

CHO

Br

Br

Br

Br

Cl

Br

BrF

Br

F

Br

F

BrH7C3

Br

Br Br

CH3

Br

CH3

CH3

Br

Cl Cl

Cl

F

Cl

O

X

X = Br, Cl

4-Bromo-2-fluorobiphenyl

CAS: [41604-19-7]

1-Bromo-4-(4-propylcyclohexyl)-benzene

CAS: [86579-53-5]

4-Bromobiphenyl

CAS: [92-66-0]

4,4'-Dibromobiphenyl

CAS: [92-86-4]

2-, 3- and 4-Bromotoluene

3-Bromo-o-xylene

CAS: [576-23-8]

2,4-Dichlorobenzyl chloride

CAS: [94-99-5]

4-Chloro-4'-fluorobutyrophenone

CAS: [3874-54-2]

Benzhydryl bromide / - chloride

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29

Halo Carboxylic Acids and Esters

5-Bromovaleric acid

CAS: [2067-33-6]

2-Bromoisovaleric acid ethyl ester

CAS: [609-12-1]

tert-Butyl bromoacetate

CAS: [5292-43-3]

Ethyl 2-bromoisobutyrate

CAS: [600-00-0]

Ethyl 3-bromopyruvate

CAS: [70-23-5]

8-Bromooctanoic acid / - ethyl ester

2-Bromomyristic acid ethyl ester

CAS: [14980-92-8]

6-Bromo-2-naphthoic acid / - methyl ester

BrCOOH

COOC2H5

Br

BrO

O

COOC2H5

Br

COOC2H5Br

O

Br COORR = H, C2H5

H25C12 COOC2H5

Br

COOR

BrR = H, CH3

BrCOOCH3

COOH

Cl

COOHCl

COOHCl

COR

Cl R = OH, Cl

COOH

OH

Cl

COOH

OH

ClCl

2-Bromobenzoic acid methyl ester

CAS: [610-94-6]

2-, 3- and 4-Chlorobenzoic acid

6-Chlorohexanoic acid

CAS: [4224-62-8]

trans-4-(4'-Chlorophenyl)-cyclohexanecarboxylic acid

CAS: [49708-81-8]

4-(Chloromethyl)-benzoic acid / - chloride

5-Chlorosalicylic acid

CAS: [321-14-2]

3,5-Dichlorosalicylic acid

CAS: [320-72-9]

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F

NH2

F3C COOH

F3C COORR = CH3, C2H5

COOH

CF3

O

O

CF3

F3C OH

OHF3C

OHF5C2

N ClCl

F

BF4

NH2

CF3

NH2

CF3

NH2

CF3

CH3

NH2

CF3

CN

Fluoro Compounds

30

O

CF3CF3

OO

F3C SO3H

O S CF3SF3CO

O

O

O

F5C2 COOH

F3C COOR

R = H, C2H5

F3CO

C2H5

O

O

NH2

CF3

NO2

Trifluoroethanol

CAS: [75-89-8]

4,4,4-Trifluoro-1-butanol

CAS: [461-18-7]

4,4,5,5,5-Pentafluoro-1-pentanol

CAS: [148043-73-6]

N-Fluoro-2,6-dichloropyridinium tetrafluoroborate

CAS: [140623-89-8]

2-Trifluoromethylaniline

CAS: [88-17-5]

3-Trifluoromethylaniline

CAS: [98-16-8]

2-Methyl-3-trifluoromethylaniline

CAS: [54396-44-0]

4-Cyano-3-trifluoromethylaniline

CAS: [654-70-6]

3-Trifluoromethyl-4-nitroaniline

CAS: [393-11-3]

4-Fluorobenzylamine

CAS: [140-75-0]

Trifluoroacetic acid

CAS: [76-05-1]

Methyl / Ethyl trifluoroacetate

Trifluoroacetic anhydride

CAS: [407-25-0]

Trifluoromethanesulfonic acid

CAS: [1493-13-6]

Trifluoromethanesulfonic anhydride

CAS: [358-23-6]

Pentafluoropropionic acid

CAS: [422-64-0]

3,3,3-Trifluoropropionic acid / - ethyl ester

Ethyl 3,3,3-trifluoropyruvate

CAS: [13081-18-0]

2-(Trifluoromethyl)-acrylic acid

CAS: [381-98-6]

2,2,2-Trifluoroethyl methacrylate

CAS: [352-87-4]

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Fluoro Compounds

31

3-Methyl-1-(4-sulfophenyl)-5-pyrazolone

CAS: [89-36-1]

2,5-Dimercapto-1,3,4-thiadiazole

CAS: [1072-71-5]

Glutacondialdehyde dianil hydrochloride

CAS: [1497-49-0]

2-Chlorobenzoxazole

CAS: [615-18-9]

2-Mercaptobenzoxazole

CAS: [2382-96-9]

2-Methyl-5-phenylbenzoxazole

CAS: [61931-68-8]

5-Chloro-2-methylbenzoxazole

CAS: [19219-99-9]

tert-Butylhydroquinone

CAS: [1948-33-0]

NNH3C

O

SO3H

OCH3

F

NN

SHS SH

N N

H

. HCl

O

NCl

O

NSH

O

NCH3

O

NCH3

Cl

F3C CF3

CH3O

COOC2H5

COOC2H5

NaO

NK

O

O

N

CH3H3C

CH3

N

CH3H3C

ClCH3

CH3

H3CCH3

NCH2

CH3

ClH3C

CH3

NCH2

N

CH3H3C

CH3

S

NCH3

Cl

Oxalacetic acid diethyl ester sodium salt

CAS: [40876-98-0]

Potassium Phthalimide

CAS: [1074-82-4]

2,3,3-Trimethylindolenine

CAS: [1640-39-7]

5-Chloro-2,3,3-trimethylindolenine

CAS: [25981-83-3]

2-Methylene-1,3,3-trimethylindoline

CAS: [118-12-7]

5-Chloro-2-methylene-1,3,3-trimethylindoline

CAS: [6872-17-9]

2,3,3-Trimethylbenzoindolenine

CAS: [41532-84-7]

5-Chloro-2-methylbenzothiazole

CAS: [1006-99-1]

Photochemicals

3-Fluoroanisole

CAS: [456-49-5]

3',5'-Bis-(trifluoromethyl)-acetophenone

CAS: [30071-93-3]

OH

OH

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