AMINES

ORGANIC CHEMISTRY
Write the chemical equation for the following conversion

1. Ethyl chloride into propanamine

2. C6H5-CH2-Cl into C6H5-CH2-CH2-NH2

5. Gabriel phthalimide synthesis

Question: Why aromatic amines cannot be prepared by this method?

6. Hoffmann bromamide degradation reaction
Question: Write the structure and IUPAC names of
1. The amide which gives propanamine by Hoffmann bromamide reaction.

2. The amide produced by the Hoffmann degradation of benzamide

How will you convert
1. Benzene to aniline

2. Benzene to N,N-dimethylaniline
PHYSICAL PROPERTIES OF AMINES

1. BOILING POINT
Chemical properties
1. Basicity of amines
(i) Basicity of alkyl amines in gaseous state

Order of basicity of amines in gaseous state

(ii) Basicity of alkyl amines in aqueous state

When the alkyl groups are methyl and ethyl

Conclusion

Question : Compare the basicity of alkyl amines with ammonia

Question : Arrange the following in the increasing order of basicity.

Diethylamine, ammonia, ethylamine, triethylamine

Basicity of aromatic amine

Factors affecting basicity in aromatic amines

1. EWG

2. EDG
Question : Arrange the following in the increasing order of basicity.

Aniline, N-methylaniline, benzyl amine

2. Alkylation
3. Acylation
4. Carbylamine test or reaction

Question which will give carbylamines test? How will you distinguish between
1. N,N-dimethyl aniline 1. Ethyl amine
2. N-ethyl aniline 2. Diethyl amine
3. Aniline
4. N-methyl aniline
5. Reaction with aryl sulphonyl chloride
6. Reaction with nitrous acid
7. Electrophilic substitution reaction

(A) Bromination

Do you want Monobrominated aniline?

(B) Nitration

Why meta product?

Do you want Mononitrated aniline?

(c) sulphonation
(D) Friedel-Craft alkylation and acylation

Question: Aniline cannot undergo Friedel-craft reactions. Why?