A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed. Concept introduction: The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton. To propose: A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Question

Identify if their reaction is most likely SN1 or SN2 mechanism.

Answer 1

Question

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Identify if their reaction is most likely SN1 or SN2 mechanism.

Draw the products formed when the following alkene is treated with 03 followed by Zn, H₂O. Be sure to answer all parts. draw structure ... smaller molar mass product draw structure ... larger molar mass product

Complete the two step reaction show the mechanism for all steps.

Answer 2

Question

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 5

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Answer 6

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Answer 7

Chapter 19.SE, Problem 51MP

Interpretation Introduction

Interpretation:

A mechanism for the following reaction of an α,β- unsaturated ester is to be proposed.

Concept introduction:

The steps involved in the conversion are i) Nucleophilic attack of the amine on the carbon on the α,β- unsaturated ester ii) Proton abstraction from the acid iii) A proton exchange from N to O iv) Another nucleophilic attack of N on the carbonyl carbon v)Another proton exchange from N to O vi) Loss of methanol and a proton.

To propose:

A mechanism for the reaction of an α,β- unsaturated ester with methylamine.

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 11

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 12

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 13

Trending nowThis is a popular solution!

Answer 14

Trending nowThis is a popular solution!

Answer 15

Trending nowThis is a popular solution!

Answer 16

Trending now

Answer 17

This is a popular solution!

Answer 18

See solution

Check out sample textbook solution

Answer 19

Ch. 19.1 - Prob. 1P Ch. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3P Ch. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7P Ch. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9P Ch. 19.8 - Show the products you would obtain by...

Solution Summary: The author proposes a mechanism for the reaction of an,- unsaturated ester with methylamine.

Chapter 19 Solutions