
(a)
Interpretation: Using a different type of reactions, 1-hexanol is to be prepared from hexyl amine, heptyl amine and pentyl amine
Concept Introduction: A number of transformations are used to prepare 1-hexanol. Some of them are listed as follows:
- a) Alcohol on treatment with phosphorous tribromide gives alkyl bromide
- b) Alkyl bromide in azide synthesis produces primary amine
- c) Alkyl halide on treatment with sodium cyanide gives alkyl cyanide
- d) Cyanide on reduction gives alkyl amine with an increment of one carbon atom skeleton
- e)
Alkene on ozonolysis produces carbonyl compounds - f)
Alkyl halides with strong base gives alkene - g) Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions.
Aldehyde orketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primaryamines .
Using these concepts, we can transfer 1-hexanol into the given compounds.
(b)
Interpretation: Using a different type of reactions, 1-hexanol is to be prepared from hexyl amine, heptyl amine and pentyl amine
Concept Introduction: A number of transformations are used to prepare 1-hexanol. Some of them are listed as follows:
- a) Alcohol on treatment with phosphorous tribromide gives alkyl bromide
- b) Alkyl bromide in azide synthesis produces primary amine
- c) Alkyl halide on treatment with sodium cyanide gives alkyl cyanide
- d) Cyanide on reduction gives alkyl amine with an increment of one carbon atom skeleton
- e) Alkene on ozonolysis produces carbonyl compounds
- f) Alkyl halides with strong base gives alkene
- g) Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions. Aldehyde or ketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primary amines.
Using these concepts, we can transfer 1-hexanol into the given compounds.
(c)
Interpretation: Using a different type of reactions, 1-hexanol is to be prepared from hexyl amine, heptyl amine and pentyl amine
Concept Introduction: A number of transformations are used to prepare 1-hexanol. Some of them are listed as follows:
- a) Alcohol on treatment with phosphorous tribromide gives alkyl bromide
- b) Alkyl bromide in azide synthesis produces primary amine
- c) Alkyl halide on treatment with sodium cyanide gives alkyl cyanide
- d) Cyanide on reduction gives alkyl amine with an increment of one carbon atom skeleton
- e) Alkene on ozonolysis produces carbonyl compounds
- f) Alkyl halides with strong base gives alkene
- g) Sodium cyanoborohydride is a strong reducing agent than sodium borohydride. It reduces the carbonyl group into amine group in a rapid way. So, it is called as reductive amination reactions. Aldehyde or ketone group is reacted with ammonia in the presence of sodium cyanoborohydride as a reducing agent and a proton source in the reaction medium to produce primary amines.
Using these concepts, we can transfer 1-hexanol into the given compounds.

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Chapter 23 Solutions
Organic Chemistry, Binder Ready Version
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