Reaction mechanism has to be proposed for the given reaction. Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol . An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

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Answer 1

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Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

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Answer 2

Question

Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

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Answer 3

Question

Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

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Answer 4

Question

Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

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Answer 5

Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

Answer 6

Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

Answer 7

Chapter 16, Problem 98P

(a)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: A cyclic acetal is formed on a combination of an aldehyde and a diol. An acetal is a protecting group for aldehyde and ketones. A cyclic acetal on heating with aqueous acid gives back aldehyde and diol. Heating in aqueous acidic medium causes the deprotection of aldehyde group.

Answer 8

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

Answer 9

(b)

Interpretation Introduction

Interpretation:

Reaction mechanism has to be proposed for the given reaction.

Concept introduction: Nucleophile CH3CH2SH is a weak base. The weak base forms a conjugate addition product. The conjugate addition product undergoes tautomerism. Keto-enol tautomerism results in a gain of aromaticity in the molecule. Therefore in this particular case enol form is more stable than the keto form.

Answer 10

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Answer 11

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Answer 13

Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2P Ch. 16.1 - Name the following:Ch. 16.2 - Prob. 4P Ch. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9P Ch. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P

Solution Summary: The author explains that a cyclic acetal is formed on an aldehyde and diol. Heating in acidic medium causes the deprotection of aldo group.

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