Organic Chemistry As a Second Language: Second Semester Topics
Organic Chemistry As a Second Language: Second Semester Topics
4th Edition
ISBN: 9781119110651
Author: David R. Klein
Publisher: WILEY
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Chapter 6.9, Problem 6.81P
Interpretation Introduction

Interpretation:

Reagent for the given conversion has to be predicted.

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 6.9, Problem 6.81P , additional homework tip  1

Concept Introduction:

Wittig Reaction: It is an organic reaction where an aldehyde or a ketone gets converted to an alkene by replacing carbonyl group by a C=C bond. A phosphorous ylide is used for this conversion. It is a neutral molecule where a positively charged phosphorous is attached to a negatively charged carbon atom.

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 6.9, Problem 6.81P , additional homework tip  2

Non-stabilized ylide (having electron donating group on negatively charged carbon) gives Z-isomer whereas stabilized ylide (having electron withdrawing group on negatively charged carbon) gives E-isomer.

Expert Solution & Answer
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Explanation of Solution

The reaction is shown below:

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 6.9, Problem 6.81P , additional homework tip  3

The starting material is a ketone and the product is an alkene. In-order to do this conversion, Wittig reagent can be used.

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 6.9, Problem 6.81P , additional homework tip  4

The given reactant is a ketone and a simple phosphorus ylide is the reagent. The given reagent is generally known as Wittig reagent and it is used to convert ketone functional group to alkene.

The reaction is given below:

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 6.9, Problem 6.81P , additional homework tip  5

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Chapter 6 Solutions

Organic Chemistry As a Second Language: Second Semester Topics

Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Predict the major product of each of the following...Ch. 6.3 - Propose a mechanism for each of the following...Ch. 6.3 - Propose a mechanism for each of the following...Ch. 6.3 - Propose a mechanism for each of the following...Ch. 6.4 - Prob. 6.24PCh. 6.4 - Prob. 6.25PCh. 6.4 - Prob. 6.26PCh. 6.4 - Prob. 6.27PCh. 6.4 - Predict the major product of each of the following...Ch. 6.4 - Predict the major product of each of the following...Ch. 6.4 - Predict the major product of each of the following...Ch. 6.4 - Predict the major product of each of the following...Ch. 6.5 - Prob. 6.33PCh. 6.5 - Prob. 6.34PCh. 6.5 - Prob. 6.35PCh. 6.5 - Predict the major product that is expected when...Ch. 6.5 - Prob. 6.37PCh. 6.5 - Predict the major product that is expected when...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.5 - Identify the reagents you would use to achieve...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.6 - Predict the product(s) for each of the following...Ch. 6.7 - Prob. 6.62PCh. 6.7 - Prob. 6.63PCh. 6.7 - Prob. 6.64PCh. 6.7 - Prob. 6.65PCh. 6.7 - Prob. 6.67PCh. 6.7 - Prob. 6.68PCh. 6.7 - Prob. 6.69PCh. 6.7 - Predict the major product for each of the...Ch. 6.7 - Predict the major product for each of the...Ch. 6.7 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.8 - Predict the major product for each of the...Ch. 6.9 - Prob. 6.81PCh. 6.9 - Prob. 6.82PCh. 6.9 - Prob. 6.83PCh. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - What reagents would you use to achieve the...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...Ch. 6.9 - Propose an efficient synthesis for the following...
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