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.

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Answer 1

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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.

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MISSED THIS? Read Section 19.9 (Pages 878-881); Watch IWE 19.10 Consider the following reaction: CH3OH(g) CO(g) + 2H2(g) (Note that AG,CH3OH(g) = -162.3 kJ/mol and AG,co(g)=-137.2 kJ/mol.) Part A Calculate AG for this reaction at 25 °C under the following conditions: PCH₂OH Pco PH2 0.815 atm = 0.140 atm 0.170 atm Express your answer in kilojoules to three significant figures. Ο ΑΣΦ AG = -150 Submit Previous Answers Request Answer □? kJ × Incorrect; Try Again; 2 attempts remaining Calculate the free energy change under nonstandard conditions (AGrxn) by using the following relationship: AGrxn = AGrxn + RTInQ, AGxn+RTInQ, where AGxn is the standard free energy change, R is the ideal gas constant, T is the temperature in kelvins, a is the reaction quotient. Provide Feedback Next >

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Answer 2

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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.

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Answer 3

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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.

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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.

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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

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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.

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