The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction. Interpretation: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction is to be shown. Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

Question

5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn. H3C CH3

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 18, Problem 18.59SP

(a)

Interpretation Introduction

To explain: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction.

Interpretation: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction is to be shown.

Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

(b)

Interpretation Introduction

To determine: The transformation of cyclohexanone to methylenecyclohexane without using a Wittig reaction and an explanation corresponding to Wittig reaction being a much better synthesis.

Interpretation: The transformation of cyclohexanone to methylenecyclohexane without using a Wittig reaction and an explanation corresponding to Wittig reaction being a much better synthesis is to be stated.

Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

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5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn. H3C CH3

State the name and condensed formula of isooxazole obtained by reacting acetylacetone and hydroxylamine.

State the name and condensed formula of the isothiazole obtained by reacting acetylacetone and thiosemicarbazide.

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 18, Problem 18.59SP

(a)

Interpretation Introduction

To explain: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction.

Interpretation: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction is to be shown.

Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

(b)

Interpretation Introduction

To determine: The transformation of cyclohexanone to methylenecyclohexane without using a Wittig reaction and an explanation corresponding to Wittig reaction being a much better synthesis.

Interpretation: The transformation of cyclohexanone to methylenecyclohexane without using a Wittig reaction and an explanation corresponding to Wittig reaction being a much better synthesis is to be stated.

Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

Expert Solution & Answer

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Check out sample textbook solution

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 18, Problem 18.59SP

(a)

Interpretation Introduction

To explain: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction.

Interpretation: The transformation of cyclohexanone to methylenecyclohexane using a Wittig reaction is to be shown.

Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

(b)

Interpretation Introduction

To determine: The transformation of cyclohexanone to methylenecyclohexane without using a Wittig reaction and an explanation corresponding to Wittig reaction being a much better synthesis.

Interpretation: The transformation of cyclohexanone to methylenecyclohexane without using a Wittig reaction and an explanation corresponding to Wittig reaction being a much better synthesis is to be stated.

Concept introduction: The reaction of an aldehyde or ketone and phosphorous ylide to form an alkene is known as Wittig reaction. The Wittig reaction is useful for placing double bonds in less stable positions.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 18, Problem 18.59SP

(a)

Interpretation Introduction