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Chapter 21: Q-21-21-12P (page 699)

Question: How could you prepare the following amides using an acid chloride and an amine or ammonia?

  1. CH3CH2CONHCH3
  1. N,N-Dimethylbenzamide
  1. Propanamide

Short Answer

Expert verified

(a)

CH3CH2COCl+2CH3NH2鈫�CH3CH2CONHCH3N-Methylpropanamide

(b)

(c)

CH3CH2COCl+NH3鈫�CH3CH2CONH2Propanamide

Step by step solution

01

Nuclephilic acyl substitution

The given reactions are examples of nuclephilic acyl substitution reaction.

The leaving grops in teh acyl chlorides is chloride ion. They will be substituted by the nucleophiles.

02

Subpart (a)

The required chemical reaction n is given as:

CH3CH2COCl+2CH3NH2鈫�CH3CH2CONHCH3\hfillN-Methylpropanamide

03

Subpart (b)

The chemical equation for the given reaction is as hown below:

04

Subpart (c)

The nucleophilic acyl substitution for the formation of the given product is as shown below:

CH3CH2COCl+NH3鈫�CH3CH2CONH2Propanamide

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Most popular questions from this chapter

21-38 Treatment of an a-amino acid with DCC yields a 2,5-diketopiperazine.Propose a mechanism.

Outline methods for the preparation of acetophone(Phenyl methyl ketone) starting from the following:

a)Benzene b) Bromobenzene c) Methyl benzoate

d) Benzonitrile e) Styrene

How would you use the reaction of an amide with LiAlH4 as the key step in going from bromocyclohexane to (N,N-dimethylaminomethyl)cyclohexane? Write all the steps in the reaction sequence.

How would you convert N-ethylbenzamide to each of the following products?

(a) Benzoic acid (b) Benzyl alcohol (c)C6H5CH2NHCH2CH3

21-33 Predict the product(s) and provide the mechanism for each reaction below.
See all solutions

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