Chapter 11: Amines and Related Nitrogen Compounds

Chapter 11: Amines and Related Nitrogen Compounds Chapter 11: Amines and Related Nitrogen Compounds - Start

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Chapter 11: Amines and Related Nitrogen Compounds - Description

The painkiller morphine is obtained from opium, the dried sap of unripe seeps of the poppy . P. apaver. . somniferum. Amines are relatives of ammonia and are usually classified as primary, secondary or tertiary. ID: 207947 Download Presentation

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Chapter 11: Amines and Related Nitrogen Compounds




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Presentations text content in Chapter 11: Amines and Related Nitrogen Compounds

Slide1

Chapter 11: Amines and Related Nitrogen Compounds

The painkiller morphine is obtained from opium, the dried sap of unripe seeps of the poppy

P

apaver somniferum

Amines are relatives of ammonia and are usually classified as primary, secondary or tertiary

Slide2

Slide3

Classify the following amines as primary, secondary or tertiary

Slide4

Structure of Amines

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Nomenclature of Amines

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When other functional groups are present, the amino group is named as a substituent

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Aromatic amines are named as derivatives of aniline. In the CA system, aniline is called

benzeneamine

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Physical Properties and Intermolecular Interactions of Amines

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Preparation of Amines

This reactions proceed by the formation of an ammonium salt followed by the treatment of a strong base.

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Similarly secondary amines and tertiary amines can be prepared by the same procedure

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Reaction with tertiary amines leads to the formation of quaternary ammonium salts.

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Alkylation of aromatic amines may be selective

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Alkylation may also be

intramolecular an example is shown in the synthesis of nicotine

Tobacco plant, a natural source of nicotine

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Reduction of the nitrobenzene always yields aniline.

Slide18

Amides can be reduced to amines with lithium aluminum hydride

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Reduction of nitriles (cyanides) gives primary amines

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Device a synthesis of the compound on the left from the one on the right

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Aldehydes and ketones undergo reductive

amination

when treated with ammonia, primary amine or secondary amines, to give primary, secondary, or

tetiary

amines respectively. The commonly used reducing agent for this purpose is metal hydride sodium

cyanoborohydride

, NaBH

3

CN.

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Basicity of Amines

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Aromatic amines are weaker bases than aliphatic amines or ammonia. This is mainly due to the resonance delocalization of the unshared electron pair in the aromatic amines.

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Quaternary

A

mmonium Compounds

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Aromatic

Diazonium Compounds

Primary aromatic amines react with nitrous acid at 0 0C to yield

aryldiazonium

ions. The process is called diazotization

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Examples of conversion of

diazonio

group to other groups

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How can one prepare m-

dibromobenzene

?

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Prepare o-

methylbenzoic

acid from o-toluidine (o-

methylaniline

)

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Prepare 1,3,5-tribromobenzene from aniline?

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Diazo

Coupling;

Azo

Dyes

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Aryldiazonium

ions react with strongly activated aromatic rings like phenols and aryl amine to give

azo

compounds

Slide41


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