Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified. Concept introduction: A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt. In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

Question

Want to see the full answer?

Answer 1

Question

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Assume that attached starting materials can be converted to an epoxide by this reaction. Draw the product formed (including stereochemistry) from each starting material. Why might some of these reactions be more difficult than others in yielding nucleophilic substitution products?

Arrange the compounds in order of INCREASING reactivity towards bromination. I. Toluene, Nitrobenzene, Iodobenzene, Acetanilide II. Phenol, Acetophenone, Anisole, Chlorobenzene III. Aniline, Benzaldehyde, Benzonitrile, Benzenesulfonic acid

Predict the product of the given compound when it react to the following reagents. Show the arrow-pushing mechanism. (Show 5 products) a. RO-OR

Answer 2

Question

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Answer 6

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

Answer 7

Chapter 18.18, Problem 18.31P

(a)

Interpretation Introduction

Interpretation:

Every step of the reaction between trans-2,3-epoxybutane with triphenylphosphine are to be represented and the stereochemistry of the product but-2-ene is to be identified.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted into new carbon-carbon double bond by the reaction with phosphorus ylide.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The steps for the conversion of cis-cyclooctene to trans-cyclooctene are to be represented.

Concept introduction:

A molecule that is phosphorus-stabilized carbanion is an ylide. This molecule does not have overall charge, but is consist of negatively charged carbon atom bonded to a positively charged heteroatom. Phosphorus ylides are produced from alkyl halides and triphenylphosphine. The product that is prepared is an alkyl triphenylphosphonium salt.

In the Witting reaction, the carbonyl group of a ketone or aldehyde get converted in to new carbon-carbon double bond by the reaction with phosphorus ylide.

Answer 10

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 13

Ch. 18.3 - Give the IUPAC name and (if possible) a common...Ch. 18.5D - NMR spectra for two compounds are given here,...Ch. 18.5D - Why were no products from the McLafferty...Ch. 18.5D - Use equations to show the fragmentation leading to...Ch. 18.5E - Prob. 18.5P Ch. 18.7D - Show how you would synthesize each compound from...Ch. 18.8 - Prob. 18.7P Ch. 18.9 - Predict the products of the following reactions....Ch. 18.9 - Show how the following transformations may be...Ch. 18.10 - Prob. 18.10P

Want to see the full answer?

Chapter 18 Solutions