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Chapter 25: PROBLEM 25.24 (page 1023)

Question: Draw the products formed when each carbonyl compound reacts with the following amines:

1. CH3CH2CH2NH2

2.(CH3CH2)2NH

a.

b.

c.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Reaction of carbonyl compounds and the amines

The carbonyl compounds act as an electrophile in the presence of a Lewis base. The amines are the Lewis base because they contain lone pairs of electrons.

An amine gives its electron to the carbonyl group and forms a bond on the place of either the leaving group or the carbonyl oxygen.

02

Explanation

a. The reactions of hexanone with the given amine compounds CH3CH2CH2NH2and (CH3CH2)2NH are shown as:

Reactions of hexanone with CH3CH2CH2NH2and (CH3CH2)2NH

b.The reactions of anhydride with the given amine compounds and are shown as:

Reactions of anhydride withCH3CH2CH2NH2and (CH3CH2)2NH

c. The reactions of acyl chloride with the given amine compounds and are shown as:

Reactions of acyl chloride withCH3CH2CH2NH2and (CH3CH2)2NH

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Most popular questions from this chapter

Which amines cannot be prepared by reduction of an amide?

a.

b.

c.

d.

Heating compound X with aqueous formaldehyde forms Y \(\left( {{{\bf{C}}_{{\bf{17}}}}{{\bf{H}}_{{\bf{23}}}}{\bf{NO}}} \right)\),which has been converted to a mixture of lupinine and epilupinine, alkaloids isolated from lupin, a perennial ornamental plant commonly seen on the roadside in parts of Alaska (Section 25.10). Identify Y and explain how it is formed.

Question: Draw the structure that corresponds to each name.

  1. N-isobutylcyclopentanamine
  2. tri-tert-butylamine
  3. N, N-diisopropylaniline
  4. N-methyl pyrrole
  5. N-methylcyclopentanamine
  6. 3-methylhexan-2-amine
  7. 2-sec-butylpiperidine
  8. (S)-heptan-2-amine

Draw the product formed when A is treated with each series of reagents.

a. [1]H2O ; [2] NaH; [3] CH3Br

b. [1] CuCN; [2] DIBAL-H; [3] H2O

c. [1] C6H5NH2; [2] CH3COCl

Question: Arrange the compounds in order of increasing boiling point.
See all solutions

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