To predict the major product when the given set of compounds is subjected to claisen condensation. Concept introduction: Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively Deprotonation of α carbon to form ester enolate Attach of enolate ion with the carbonyl of ester or ketone ( nucleophilic attack ) Loss of alkoxide ion to reform carbonyl To identify : The identify the major product obtained when the given ester undergoes claisen condensation

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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 ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

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Where are the chiral centers in this molecule? Also is this compound meso yes or no?

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 ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Expert Solution & Answer

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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 ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 6

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 7

Chapter 22.4, Problem 29CC

(a)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 8

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 9

(b)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 10

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 11

(c)

Interpretation Introduction

Interpretation:

To predict the major product when the given set of compounds is subjected to claisen condensation.

Concept introduction:

Claisen condensation is a process where a carbon-carbon bond is formed when reaction occurs between two esters or one ester and carbonyl compound in presence of a strong base to form a β -keto ester or a β -diketone, respectively

Deprotonation of α carbon to form ester enolate

Attach of enolate ion with the carbonyl of ester or ketone (nucleophilic attack)

Loss of alkoxide ion to reform carbonyl

To identify : The identify the major product obtained when the given ester undergoes claisen condensation

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 22.1 - Prob. 1CC Ch. 22.1 - Prob. 2CC Ch. 22.1 - Prob. 3CC Ch. 22.1 - Prob. 1LTS Ch. 22.1 - Prob. 4PTS Ch. 22.1 - Prob. 5ATS Ch. 22.1 - Prob. 6CC Ch. 22.1 - Prob. 7CC Ch. 22.1 - Prob. 8CC Ch. 22.2 - Prob. 9CC

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