Given that terminal alkynes react with bromine and water to yield bromoketones. A mechanism for the reaction is to be proposed. To what reaction of alkenes this reaction is analogous is also to be stated. Concept introduction: Addition of bromine to alkynes occurs through the formation of a cyclic bromonium ion intermediate. Water being nucleophilic, if present will attack the bromonium ion to yield an enol. The enol will then tautomerize to a ketone . Thus in thr product a bromine and a hydroxyl group are added to the triple bond. This reaction is similar to the addition of halohydrins to alkenes. To propose: A mechanism for the reaction in which ethynylbenzene reacts with bromine and water to yield a bromoketone is to be proposed. Further to state to what reaction of alkenes this reaction resembles.

Question

Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

Answer 1

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 9.SE, Problem 29AP

Interpretation Introduction

Interpretation:

Given that terminal alkynes react with bromine and water to yield bromoketones. A mechanism for the reaction is to be proposed. To what reaction of alkenes this reaction is analogous is also to be stated.

Concept introduction:

Addition of bromine to alkynes occurs through the formation of a cyclic bromonium ion intermediate. Water being nucleophilic, if present will attack the bromonium ion to yield an enol. The enol will then tautomerize to a ketone. Thus in thr product a bromine and a hydroxyl group are added to the triple bond. This reaction is similar to the addition of halohydrins to alkenes.

To propose:

A mechanism for the reaction in which ethynylbenzene reacts with bromine and water to yield a bromoketone is to be proposed. Further to state to what reaction of alkenes this reaction resembles.

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Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

Answer 2

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 9.SE, Problem 29AP

Interpretation Introduction

Interpretation:

Given that terminal alkynes react with bromine and water to yield bromoketones. A mechanism for the reaction is to be proposed. To what reaction of alkenes this reaction is analogous is also to be stated.

Concept introduction:

Addition of bromine to alkynes occurs through the formation of a cyclic bromonium ion intermediate. Water being nucleophilic, if present will attack the bromonium ion to yield an enol. The enol will then tautomerize to a ketone. Thus in thr product a bromine and a hydroxyl group are added to the triple bond. This reaction is similar to the addition of halohydrins to alkenes.

To propose:

A mechanism for the reaction in which ethynylbenzene reacts with bromine and water to yield a bromoketone is to be proposed. Further to state to what reaction of alkenes this reaction resembles.

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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 9.SE, Problem 29AP

Interpretation Introduction

Interpretation:

Given that terminal alkynes react with bromine and water to yield bromoketones. A mechanism for the reaction is to be proposed. To what reaction of alkenes this reaction is analogous is also to be stated.

Concept introduction:

Addition of bromine to alkynes occurs through the formation of a cyclic bromonium ion intermediate. Water being nucleophilic, if present will attack the bromonium ion to yield an enol. The enol will then tautomerize to a ketone. Thus in thr product a bromine and a hydroxyl group are added to the triple bond. This reaction is similar to the addition of halohydrins to alkenes.

To propose:

A mechanism for the reaction in which ethynylbenzene reacts with bromine and water to yield a bromoketone is to be proposed. Further to state to what reaction of alkenes this reaction resembles.

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 9.SE, Problem 29AP

Interpretation Introduction