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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

Draw the product of each reductive amination reaction.

(a)

(b)

(c)

(d)

Question: Draw鈥倀he鈥俻roduct鈥俧ormed鈥倃hen鈥俥ach鈥俢ompound鈥俰s鈥倀reated鈥倃ith鈥侼aNO2鈥俛苍诲鈥侣颁濒.

a.

b.

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d.

Decide which N atom in each molecule is most basic and draw the product formed when each compound is treated with CH3CO2H. Zolpidem (trade name Ambien) is used to treat insomnia, whereas aripiprazole (trade name Abilify) is used to treat depression, schizophrenia, and bipolar disorders.

(a)

(b)

Rank the compounds in each group in order of increasing basicity.

(a)

(b)

Question: Rank the following compounds in order of increasing basicity and explain the order you chose.
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