13

223 Chapter 21: Amines. Organic derivatives of ammonia, NH 3 . Nitrogen atoms have a lone pair of electrons, making the amine both basic and nucleophilic 21.1: Amines Nomenclature. (please read) Amines are classified according to the degree of nitrogen substitution: 1° (RNH 2 ), 2° (R 2 NH), 3° (R 3 N) and 4° (R 4 N + ) N C H sp 3 N H H H alkylamines arylamines primary (1°) amines secondary (2°) amines tertiary (3°) amines quarternary (4°) ammonium ion NH 2 N H N H 3 CH 2 C N CH 2 CH 3 CH 2 CH 3 H H N H H 3 C N Note: Although the terminology is the same, the classification of amines is different from that of alcohols. 224 21.2: Structure and bonding. The nitrogen of alkylamines is sp 3 hybridized and tetrahedral. The nitrogen of arylamines (aniline) is slightly flatten, reflecting resonance interactions with the aromatic ring.

Chapter 21: Amines. Organic derivatives of ammonia, NH

Download PDF Report

Upload
others
View
9
Download
0

Embed Size (px)

Citation preview

Page 1: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 2: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 3: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 4: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 5: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 6: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 7: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 8: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 9: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 10: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 11: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 12: Chapter 21: Amines. Organic derivatives of ammonia, NH

Page 13: Chapter 21: Amines. Organic derivatives of ammonia, NH

247

C9H13NO [α]D +23°

13C NMR: 138.6, 129.1, 128.5, 126.3, 65.9, 54.2, 40.6

7.21-7.32 (m, 2H) 7.15-7.21 (m, 3H)

3.60 (1H, dd, J= 10.7, 4.1)

3.38 (1H, dd, J= 10.7, 7.0)

3.05-3.12 (1H, m)

2.77 (1H, dd, J= 13.3, 5.0)

2.49 (1H, dd, J= 13.3, 8.8)

2.35-2.45 (3H, br s)

IR:

248

Alkaloids: Naturally occurring compounds that contain a basic nitrogen atom

N

NCH3

nicotine

NH3C

CO2CH3

O Ph

Ococaine

O

HO

NCH3

HH

HO

morphine

NH

N

HO

H3CO

H

quinine

NH2

OCH3

H3CO

H3CO

mescaline

NH

coniine

N

NH

HO2C

H

CH3

lysergic acid

N

CH3

NCH3 CH3

OO

NHH3C

physostigmine

NH

OH

Histrionicotoxin

N

O

N

OH

H

H

H

strychnine

NH

NHO

MeO2C

NMeO

N

HOH

CO2CH3

O

O

RR= -CH3 vinblastineR= -CHO vincristine

CO2H

HONH2 N

H

NH2

tyrosine tryptophan

CO2H NH2

HO

HO

dopamine

HO

NH

NH2

serotonin

124

Chapter 21: Amines. Organic derivatives of ammonia, NH 3

Chapter 21: Amines. Organic derivatives of ammonia, NH 3

Documents

AMINES - University of Nairobi Personal WebsitesAmines Introduction 2 Amines are organic derivatives of ammonia in which one or more of the hydrogen atoms of ammonia have been replaced

AMINES - University of Nairobi Personal WebsitesAmines Introduction 2 Amines are organic derivatives of ammonia in which one or more of the hydrogen atoms of ammonia have been replaced

Documents

Chapter 24. Amines and Heterocycles chapter...24.7 Reactions of Amines Alkylation and acylation have already been presented 37 Hofmann Elimination Converts amines into alkenes NH 2

Chapter 24. Amines and Heterocycles chapter...24.7 Reactions of Amines Alkylation and acylation have already been presented 37 Hofmann Elimination Converts amines into alkenes NH 2

Documents

Application Note 201 Measuring Ammonia (NH3) With ... · 21 41 1 232 raesystems.com MEASURING AMMONIA (NH3) WITH . PHOTOIONIZATION DETECTORS. Ammonia (NH. 3) is a common alkaline

Application Note 201 Measuring Ammonia (NH3) With ... · 21 41 1 232 raesystems.com MEASURING AMMONIA (NH3) WITH . PHOTOIONIZATION DETECTORS. Ammonia (NH. 3) is a common alkaline

Documents

Chapter 22: Amines. Organic derivatives of ammonia, NH3 · 104 203 Chapter 22: Amines. Organic derivatives of ammonia, NH 3. Nitrogen atom have a lone pair of electrons, making the

Chapter 22: Amines. Organic derivatives of ammonia, NH3 · 104 203 Chapter 22: Amines. Organic derivatives of ammonia, NH 3. Nitrogen atom have a lone pair of electrons, making the

Documents

Chapter 15 Amines - Weeblydfard.weebly.com/uploads/1/0/5/3/10533150/ch15_cas.pdf · 2018-09-28 · Amines are organic compounds in which one or more H in ammonia, NH 3, is replaced

Chapter 15 Amines - Weeblydfard.weebly.com/uploads/1/0/5/3/10533150/ch15_cas.pdf · 2018-09-28 · Amines are organic compounds in which one or more H in ammonia, NH 3, is replaced

Documents

Direct Synthesis of Secondary Amines From Alcohols and ...Direct Synthesis of Secondary Amines From Alcohols and Ammonia Catalyzed by a Ruthenium Pincer Complex ... Chemical Laboratory,

Direct Synthesis of Secondary Amines From Alcohols and ...Direct Synthesis of Secondary Amines From Alcohols and Ammonia Catalyzed by a Ruthenium Pincer Complex ... Chemical Laboratory,

Documents

Ammonia No. 10 - International Plant Nutrition Institute · Ammonia Ammonia (NH 3 ... production occurs in locations where there is a readily available supply of natural gas. Ammonia

Ammonia No. 10 - International Plant Nutrition Institute · Ammonia Ammonia (NH 3 ... production occurs in locations where there is a readily available supply of natural gas. Ammonia

Documents

Amines. Amines are formed by replacing one or more hydrogen atoms of ammonia (NH 3 ) with alkyl groups. In nature, they occur among proteins, vitamins,

Amines. Amines are formed by replacing one or more hydrogen atoms of ammonia (NH 3 ) with alkyl groups. In nature, they occur among proteins, vitamins,

Documents

Measurement of gas-phase ammonia and amines in air by ... · PDF fileMeasurement of gas-phase ammonia and amines in air by collection ... sphere, ammonia and amines are typically present

Measurement of gas-phase ammonia and amines in air by ... · PDF fileMeasurement of gas-phase ammonia and amines in air by collection ... sphere, ammonia and amines are typically present

Documents

AMINES · 2018. 9. 7. · Amines are the derivatives of ammonia in which one or more hydrogen atoms of ammonia molecule are replaced by alkyl/aryl group(s). If one hydrogen atom of

AMINES · 2018. 9. 7. · Amines are the derivatives of ammonia in which one or more hydrogen atoms of ammonia molecule are replaced by alkyl/aryl group(s). If one hydrogen atom of

Documents

Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Documents

Chapter 22: Amines. Organic derivatives of ammonia, NH3 Nitrogen

Chapter 22: Amines. Organic derivatives of ammonia, NH3 Nitrogen

Documents

Do Cation Exchange Systems Affect the Chlorination Process?€¦ · NH 3 + H 2O NH 4 + + OH- Total Ammonia NH 3 + NH 4 + Free Ammonia NH 3 Only Ammonia Ammonium pK a = 9.25. Ebony-Ammonia

Do Cation Exchange Systems Affect the Chlorination Process?€¦ · NH 3 + H 2O NH 4 + + OH- Total Ammonia NH 3 + NH 4 + Free Ammonia NH 3 Only Ammonia Ammonium pK a = 9.25. Ebony-Ammonia

Documents

© GCSE 112 18-Jul-13. NH 3 PRODUCTION OF AMMONIA NH 3 Millions of tonnes per year

© GCSE 112 18-Jul-13. NH 3 PRODUCTION OF AMMONIA NH 3 Millions of tonnes per year

Documents

Downloaded from · Page 1 of 19 AMINES Amines: amines are derivatives of ammonia (NH 3), obtained by replacement of one, two or all the three hydrogen atoms by alkyl and/or aryl

Downloaded from · Page 1 of 19 AMINES Amines: amines are derivatives of ammonia (NH 3), obtained by replacement of one, two or all the three hydrogen atoms by alkyl and/or aryl

Documents

Chemistry of Amines Ch. 24 of McMurry Classification: … of Amines Ch. 24 of McMurry Classification: NH ... Mechanism of Hoffmann Rearrangement. ... b. m-bromochlorobenzene

Chemistry of Amines Ch. 24 of McMurry Classification: … of Amines Ch. 24 of McMurry Classification: NH ... Mechanism of Hoffmann Rearrangement. ... b. m-bromochlorobenzene

Documents

Structure and Classification of Amines Amines are derivatives of ammonia, the same way that alcohols are derivatives of water Amines have a nitrogen,

Structure and Classification of Amines Amines are derivatives of ammonia, the same way that alcohols are derivatives of water Amines have a nitrogen,

Documents

FUTURE OF AMMONIA PRODUCTION: …...- partially reformed (cracked) NH 3 HEC-TINA 75 kVA NH 3 Generator Set Colorado School of Mines Peak power density, 500 C Fuel cells - neat ammonia

FUTURE OF AMMONIA PRODUCTION: …...- partially reformed (cracked) NH 3 HEC-TINA 75 kVA NH 3 Generator Set Colorado School of Mines Peak power density, 500 C Fuel cells - neat ammonia

Documents

for Ammonia and NH 3 - Yellow Jacketyellowjacket.com/wp-content/uploads/2015/01/142884_Rev.C-English1.… · for Ammonia and NH 3 Systems ... for maximum pull down. 2. ... A manometer

for Ammonia and NH 3 - Yellow Jacketyellowjacket.com/wp-content/uploads/2015/01/142884_Rev.C-English1.… · for Ammonia and NH 3 Systems ... for maximum pull down. 2. ... A manometer

Documents

Structure and Classification of Amines Classification 1°, 2°, or, 3° amines: Amines in which 1, 2, or 3 hydrogens of NH 3 are replaced by alkyl or aryl

Structure and Classification of Amines Classification 1°, 2°, or, 3° amines: Amines in which 1, 2, or 3 hydrogens of NH 3 are replaced by alkyl or aryl

Documents

Amines, reactions Amines are similar to ammonia in their reactions. Like ammonia, amines are basic. Like ammonia, amines are nucleophilic and react with

Amines, reactions Amines are similar to ammonia in their reactions. Like ammonia, amines are basic. Like ammonia, amines are nucleophilic and react with

Documents

Dr. Davies Chem. 2320 Amine Synthesis handouts/Chapters...Dr. Davies Chem. 2320 Amine Synthesis I. Synthesis of Primary (1o) amines - R-NH 2 A. Addition of excess ammonia to a primary

Dr. Davies Chem. 2320 Amine Synthesis handouts/Chapters...Dr. Davies Chem. 2320 Amine Synthesis I. Synthesis of Primary (1o) amines - R-NH 2 A. Addition of excess ammonia to a primary

Documents

Measurement of gas-phase ammonia and amines in air by ......measuring ammonia and amines is deposition of the gas-phase analyte onto instrument surfaces prior to measurement, which

Measurement of gas-phase ammonia and amines in air by ......measuring ammonia and amines is deposition of the gas-phase analyte onto instrument surfaces prior to measurement, which

Documents

1 Amines – Organic Nitrogen Compounds Organic derivatives of ammonia, NH 3, Nitrogen atom with a lone pair of electrons, making amines both basic and nucleophilic

1 Amines – Organic Nitrogen Compounds Organic derivatives of ammonia, NH 3, Nitrogen atom with a lone pair of electrons, making amines both basic and nucleophilic

Documents

Amines (organic ammonia) :NH 3 :NH 2 R or RNH 2 1 o amine(R may be Ar) :NHR 2 or R 2 NH2 o amine :NR 3 or R 3 N3 o amine NR 4 + 4 o ammonium salt

Amines (organic ammonia) :NH 3 :NH 2 R or RNH 2 1 o amine(R may be Ar) :NHR 2 or R 2 NH2 o amine :NR 3 or R 3 N3 o amine NR 4 + 4 o ammonium salt

Documents

for Ammonia and NH 3 - Yellow Jacketyellowjacket.com/wp-content/uploads/2015/01/142884_Rev.C-English.pdffor Ammonia and NH 3 Systems ... the ballast allows fresh air to enter the pumping

for Ammonia and NH 3 - Yellow Jacketyellowjacket.com/wp-content/uploads/2015/01/142884_Rev.C-English.pdffor Ammonia and NH 3 Systems ... the ballast allows fresh air to enter the pumping

Documents

25. AMINES AND AROMATIC COMPOUNDS CONTAINING · 25. AMINES AND AROMATIC COMPOUNDS CONTAINING NITROGEN 1. INTRODUCTION (a) Alkyl derivatives of NH 3 are called Amines. (b) If a hydrogen

25. AMINES AND AROMATIC COMPOUNDS CONTAINING · 25. AMINES AND AROMATIC COMPOUNDS CONTAINING NITROGEN 1. INTRODUCTION (a) Alkyl derivatives of NH 3 are called Amines. (b) If a hydrogen

Documents

Amines. Introduction to Amines Amines are derivatives of ammonia Amines are designated as primary, secondary, or tertiary

Amines. Introduction to Amines Amines are derivatives of ammonia Amines are designated as primary, secondary, or tertiary

Documents

Amines and Amides - Ms. Keating's Web Siteskeatingscience.weebly.com/uploads/8/8/0/2/8802224/7_amines_an… · Amines and Amides . 2 Amines ... 3—NH CH 3—N — CH 3 1° 2° 3°

Amines and Amides - Ms. Keating's Web Siteskeatingscience.weebly.com/uploads/8/8/0/2/8802224/7_amines_an… · Amines and Amides . 2 Amines ... 3—NH CH 3—N — CH 3 1° 2° 3°

Documents