To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion. Concept introduction: An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

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Answer 1

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Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

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What would you expect to be the major product obtained from the following reaction? Please explain what is happening here. Provide a detailed explanation and a drawing showing how the reaction occurs. The correct answer to this question is V.

Answer 2

Question

Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

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Answer 3

Question

Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

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Answer 4

Question

Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

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Answer 5

Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

Answer 6

Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

Answer 7

Chapter 24.6, Problem 9P

Interpretation Introduction

Interpretation:

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion.

Concept introduction:

An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

Answer 8

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Answer 9

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Answer 11

Ch. 24.1 - Name the following compounds:Ch. 24.1 - Prob. 2P Ch. 24.1 - Prob. 3P Ch. 24.3 - Prob. 4P Ch. 24.3 - The benzylammonium ion (C6H5CH2NH3+) has pKa =...Ch. 24.4 - Prob. 6P Ch. 24.5 - Prob. 7P Ch. 24.6 - Prob. 8P Ch. 24.6 - Prob. 9P Ch. 24.6 - Show two methods for the synthesis of dopamine, a...

To write the mechanism of the last step in Gabriel amine synthesis, the basepromoted hydrolysis of a phthalimide to yield an amine plus phthalate ion. Concept introduction: An imide (-CoNHCo-) is similar to a Î²- keto ester, in that the acidic N-H hydrogen is flanked by two carbonyl groups.

Solution Summary: The author explains the mechanism of the last step in Gabriel's amine synthesis, which is the base-promoted hydrolysis of a phthalimide.

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Chapter 24 Solutions