Two sets of reagents that might be combined in a Wittig reaction to give 1-Phenyl-1,3-pentadiene has to be suggested. Concept introduction: The functional group in the aldehydes and Ketones are carbonyl group. An Alkene containing a halogen group in the allylic position is called as Allylic halides. Allylic position is the position next to C=C bond. Compounds with two double bonds are known as dienes. Wittig reaction is a reaction in which a nucleophilic elimination occurs after nucleophilic addition reaction. In this reaction an aldehyde or ketone reacts with a triphenyl phosphonium ylide (Wittig reagent) to give an alkene and triphenylphosphine oxide. The reaction can be represented as shown below, Mechanism:

Question

The Wittig reaction can be used for the synthesis of conjugated dienes as the example below, 1-phenyl-penta-1, 3-diene. Propose two different sets of reagents that could be combined in a Wittig reaction to give 1-phenyl-1,3-pentadiene.

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 16, Problem 16.25P

Interpretation Introduction

Interpretation:

Two sets of reagents that might be combined in a Wittig reaction to give 1-Phenyl-1,3-pentadiene has to be suggested.

Concept introduction:

The functional group in the aldehydes and Ketones are carbonyl group.

An Alkene containing a halogen group in the allylic position is called as Allylic halides. Allylic position is the position next to C=C bond.

Compounds with two double bonds are known as dienes.

Wittig reaction is a reaction in which a nucleophilic elimination occurs after nucleophilic addition reaction. In this reaction an aldehyde or ketone reacts with a triphenyl phosphonium ylide (Wittig reagent) to give an alkene and triphenylphosphine oxide.

The reaction can be represented as shown below,

Mechanism:

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The Wittig reaction can be used for the synthesis of conjugated dienes as the example below, 1-phenyl-penta-1, 3-diene. Propose two different sets of reagents that could be combined in a Wittig reaction to give 1-phenyl-1,3-pentadiene.

Diphenylacetylene can be synthesized by the double dehydrohalogenation of 1,2-dibromo-1,2-diphenylethene. The sequence starting from (E)-1,2-diphenylethene consists of bromination to give the dibromide, followed by dehydrohalogenation to give a vinylic bromide, then a second dehydrohalogenation to give diphenylacetylene.(a) What is the structure, including stereochemistry, of the vinylic bromide?(b) If the sequence starts with (Z)-1,2-dibromo-1,2-diphenylethene, what is (are) the structure(s) of the intermediate dibromide(s)? What is the structure of the vinylic bromide?

Write a general rule that can be used to predict the major product of a Diels–Alder reaction between an alkene with an electron-withdrawing substituent and a diene with a substituent that can donate electrons by resonance depending on the location of the substituent on the diene.

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 16, Problem 16.25P

Interpretation Introduction

Interpretation:

Two sets of reagents that might be combined in a Wittig reaction to give 1-Phenyl-1,3-pentadiene has to be suggested.

Concept introduction:

The functional group in the aldehydes and Ketones are carbonyl group.

An Alkene containing a halogen group in the allylic position is called as Allylic halides. Allylic position is the position next to C=C bond.

Compounds with two double bonds are known as dienes.

Wittig reaction is a reaction in which a nucleophilic elimination occurs after nucleophilic addition reaction. In this reaction an aldehyde or ketone reacts with a triphenyl phosphonium ylide (Wittig reagent) to give an alkene and triphenylphosphine oxide.

The reaction can be represented as shown below,

Mechanism:

Expert Solution & Answer

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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 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 16, Problem 16.25P

Interpretation Introduction

Interpretation:

Two sets of reagents that might be combined in a Wittig reaction to give 1-Phenyl-1,3-pentadiene has to be suggested.

Concept introduction:

The functional group in the aldehydes and Ketones are carbonyl group.

An Alkene containing a halogen group in the allylic position is called as Allylic halides. Allylic position is the position next to C=C bond.

Compounds with two double bonds are known as dienes.

Wittig reaction is a reaction in which a nucleophilic elimination occurs after nucleophilic addition reaction. In this reaction an aldehyde or ketone reacts with a triphenyl phosphonium ylide (Wittig reagent) to give an alkene and triphenylphosphine oxide.

The reaction can be represented as shown below,

Mechanism:

Expert Solution & Answer

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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 16, Problem 16.25P

Interpretation Introduction