Reagents needed to convert A to naproxen using enolate alkylation are to be predicted. The reason for the formation of a racemic product is to be stated. Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Question

Wittig reaction is a synthetic method for the preparation of an alkene from a carbonyl compound using a phosphonium ylide. i) Propose the starting materials needed to synthesize alkene A by Wittig reaction. ii) Suggest two possible routes that lead to the formation of alkene A. A

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 21.8, Problem 18P

Interpretation Introduction

Interpretation: Reagents needed to convert A to naproxen using enolate alkylation are to be predicted. The reason for the formation of a racemic product is to be stated.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Wittig reaction is a synthetic method for the preparation of an alkene from a carbonyl compound using a phosphonium ylide. i) Propose the starting materials needed to synthesize alkene A by Wittig reaction. ii) Suggest two possible routes that lead to the formation of alkene A. A

Provide an explanation (in detail) on how base catalysts speed up nucleophilic reactions of carbonyl compounds.

Carbonyl compounds can be protonated on the carbonyl oxygen. Protonation of the carbonyl oxygen gives a species whose positive charge is delocalized by resonance. Explain why acetic acid (ethanoic acid) is more readily protonated than acetone (propanone).

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 21.8, Problem 18P

Interpretation Introduction

Interpretation: Reagents needed to convert A to naproxen using enolate alkylation are to be predicted. The reason for the formation of a racemic product is to be stated.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook 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 21.8, Problem 18P

Interpretation Introduction

Interpretation: Reagents needed to convert A to naproxen using enolate alkylation are to be predicted. The reason for the formation of a racemic product is to be stated.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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 21.8, Problem 18P

Interpretation Introduction