The product of self-condensation of the given ester 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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 product of self-condensation of the given ester 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.

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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.

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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

What is the name of the major product formed during the reaction between berzoyl chloride and phenol? a. phenyl benzoate b. benzyl ester C. cyclopentanoate d. benzyl phenoate e. benzenecarboxylic acid O a O b O c e

1. Draw the carboxylic acids formed by the oxidation of each of the following molecules. HOH₂C H2 CH3 H3CH2C H + 2. Draw the esters formed by the following reactions. a. H3C H3C-C-C H₂ H3C. OH H3C OH b. H3C H3CHCH2CH2C- རི OH + H3C. `CH2CH3 OH H₂ 3. Indicate the products of the following reaction: LCH CH3 + H₂O H3CH2CH2C CH₂OH

In an esterification reaction, a carboxylic acid reacts with an excess of alcohol in acidic conditions to form an ester. Draw the structure of the ester product in the reaction between pentanoic acid and 1‑propanol. pentanoic acid+ 1-propanol= ester+ H20 structure of ester product needed

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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 product of self-condensation of the given ester 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.

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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.

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 product of self-condensation of the given ester 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.

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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.

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 product of self-condensation of the given ester 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.

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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.

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 product of self-condensation of the given ester 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.

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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.

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 22.36P

(a)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 product of self-condensation of the given ester 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 product of self-condensation of the given ester 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

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 11

(c)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 12

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 13

(d)

Interpretation Introduction

Interpretation:

The product of self-condensation of the given ester 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 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 17

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 that the product of self-condensation of the given ester is to be predicted.

Want to see the full answer?

Chapter 22 Solutions