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Chapter 1: Q32P (page 2)

What products are obtained when the following tertiary amines react with hydrogen peroxide followed by heat?

a.

b.

c.

d.

Short Answer

Expert verified

a.

b.

c.

d.

Step by step solution

01

Cope elimination

Cope elimination is an elimination reaction of N-oxide to form alkene and hydroxylamine. In this reaction hydrogen peroxide is used for oxidation of tertiary amine followed by heat for products.

02

Mechanism of cope elimination

Oxidation of tertiary amine by hydrogen peroxide.

Oxidation of tertiary amine

Step two: Tertiary amine oxide on heating form alkene and hydroxylamine.

03

Part ‘a’

The two products formed are alkene and hydroxylamine after oxidation with peroxide and heating. Products are given below:

Products

04

Part ‘b’

The two products formed are given below:

The following products are formed as hydrogen peroxide on reaction with tertiary amine forms tertiary amine oxide which on heating will give an alkene and hydroxylamine.

05

Part ‘c’

This reaction will form two products which are given below:

06

Part ‘d’

This reaction gives two products namely an alkene and hydroxylamine but here the tertiary amine is part of cyclic ring so hydroxyl group is added to amine nitrogen as in any other case and alkene is formed at adjacent carbon to nitrogen as in other cases.

The product is given below:

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Most popular questions from this chapter

:(+)-Mandelic acid has a specific rotation of +158. What would be the observed specific rotation of each of the following mixtures?

a. 50% (-)-mandelic acid and 50% (+)-mandelic acid

b. 25% (-)-mandelic acid and 75% (+)-mandelic acid

c. 75% (-)-mandelic acid and 25% (+)-mandelic acid

A ketone can be prepared from the reaction of a nitrile with a Grignard reagent. Describe the intermediate formed in this reaction, and show how it can be converted to a ketone.

a. Which of the following has a polar covalent bond?

b. Which of the following has a bond closest to the ionic end of the bond spectrum?

CH3NH2 CH3CH3 CH3F CH3OH

Question:In addition to the reactions mentioned in Section 23.5, PLP can catalyze 尾-substitution reactions. Propose a mechanism for the following PLP-catalyzed 尾-substitution reaction:

Excess ammonia must be used when a primary amine is synthesized by reductive amination. What product will be obtained if the reaction is carried out with excess carbonyl compound?
See all solutions

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