Chapter 22: Q47. (page 915)

Question: Draw the organic products formed in each reaction.
a.
b.
c.
d.
e.
f.
g.
h.

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Step by step solution

Step-by-Step SolutionStep 1: Reactivity of carboxylic acids and their derivatives

The reactivity order is based on the leaving group that is found in a particular compound. The compound possessing a good leaving group can react easily in a nucleophilic acyl substitution.

Reactivity of acid chlorides and anhydrides

Acid chlorides can get transformed into anhydrides, carboxylic acids, and esters when they combine with oxygen nucleophiles. Anhydrides can combine with water to yield carboxylic acids. It combines with alcohol to generate ester.

Predicting the organic products of the reaction

a. The treatment of benzoyl chloride with an excess of pyrrolidine leads to phenyl(pyrrolidin-1-yl)methanone and pyrrolidin-1-ium chloride. The reaction can be given as:

Reaction of compound a

b. The reaction of benzonitrile with propylmagnesium bromide followed by water leads to the formation of phenylbutan-1-one. The chemical reaction can be given as:

Reaction of compound b

c. The reaction of N-phenylacetamide with base followed by base hydrolysis leads to acetic acid and aniline formation. The reaction can be given as:

Reaction of compound c

d. The acid hydrolysis of the given compound leads to the formation of alcohols and carboxylic acid. The reaction can be given as:

Reaction of compound d

e. The treatment of butylbromide with sodium nitrile followed by base hydrolysis leads to the formation of pentanoic acid. The reaction can be given as:

Reaction of compound e

f. The treatment of 2-phenylacetic acid with thionyl chloride leads to the formation of acid. The acid chloride reacts with the amine to form an amide. The amides are converted to amines in the presence of lithium aluminum hydride. The reaction can be given as:

Reaction of compound f

g. The treatment of maleic acid in the presence of heat gets subjected to dehydration to form furan-2,5-dione. The reaction can be given as:

Reaction of compound g

h. The treatment of acetic anhydride with an excess of cyclohexylamine leads to the formation of cyclohexyl ammonium acetate and N-cyclohexylacetamide. The reaction can be given as: