The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted. Concept introduction: In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones , aldehydes and esters.

Question

Want to see the full answer?

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Which of the following statements about oxidation and reduction is correct? A. Nucleophiles are compounds with high electron donation tendency, they can oxidize easily.B. As a result of the introduction of hydrogen atom into a molecule, an oxidation reaction takes place.A. Oxidizers are compounds with high electron affinity.D. Separation of a hydride ion by catalytic dehydrogenation from a molecule is a reduction reactionE. Removing the oxygen ion from a molecule transforms that molecule into another reduced molecule.

Please match the silicone organofunctional group with its properties. Hydroxyl Amino Phenyl Alkyl Polyether A. Emulsifier B. Shine and softness to hair and skin C. Water and transfer resistance D. Anti-frizz E. Hair Combability

5. Consider the reaction below to answer the following questions: + H₂O a. vicinal diol b. geminal diol c. acetal d. ketal e. HO- hemiacetal HO a) Write the complete stepwise mechanism for the reaction shown above. Show all intermediate structures and all electron flow with arrows. OH b) The substance formed on addition of water to an aldehyde or ketone is called a hydrate or a/an:

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Answer 6

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Answer 7

Chapter 22.12, Problem 22.34P

(a)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium methoxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The side reaction that would occur in the condensation of ethyl acetate with sodium hydroxide base is to be predicted.

Concept introduction:

In the claisen-ester condensation, nucleophilic acyl substitution takes place on an ester. The enolate ion acts as a nucleophile. It attacks the carbonyl carbon to form a tetrahedral intermediate. Acidity of beta-keto ester products is higher than simple ketones, aldehydes and esters.

Answer 10

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 13

Ch. 22.2A - Prob. 22.2P Ch. 22.4 - Without looking back, propose a mechanism for the...Ch. 22.4 - Prob. 22.8P Ch. 22.4 - Prob. 22.9P Ch. 22.5A - Prob. 22.10P Ch. 22.5A - Prob. 22.11P Ch. 22.5B - Prob. 22.12P Ch. 22.5B - Predict the products of the following reactions....Ch. 22.5B - Which compounds will give positive iodoform tests?...Ch. 22.5C - Propose a mechanism for the acid-catalyzed...

Solution Summary: The author explains the side reaction that occurs in the condensation of ethyl acetate with sodium hydroxide base.

Want to see the full answer?

Chapter 22 Solutions