Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 17, Problem 17.2YT
Interpretation Introduction

Interpretation:

The reaction in solved problem 17.1 results in a new asymmetric carbon.

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 17, Problem 17.2YT

The new asymmetric carbon is to be identified, and stereoisomers that would be produced are to be drawn.

Concept introduction:

The carbon attached to four different atoms or groups is an asymmetric carbon.

The nucleophile can attack on the trigonal planer carbonyl carbon (C=O) from both sides, that is, from back side and from in front of the plane to form a mixture of stereoisomers with a tetrahedral carbon.

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The reaction shown here is an example of the Favorskii reaction, which involves an R¯ leaving group in a nucleophilic addition-elimination reaction. (a) Draw the complete, detailed mechanism for this reaction and explain why R can act as a leaving NaOH H2O group. (b) Suggest how you can synthesize an ester from cyclopropanone using only this reaction.
(a) Predict the product of the set of reactions shown here. (b) Draw the complete, detailed mechanism for the formation of the synthetic intermediate that is not shown.
Draw the complete, detailed mechanism for each of the following reactions ( (b) NaOH ? U NaOH ?

Chapter 17 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - Prob. 17.14PCh. 17 - Prob. 17.15PCh. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - Prob. 17.18PCh. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Prob. 17.22PCh. 17 - Prob. 17.23PCh. 17 - Prob. 17.24PCh. 17 - Prob. 17.25PCh. 17 - Prob. 17.26PCh. 17 - Prob. 17.27PCh. 17 - Prob. 17.28PCh. 17 - Prob. 17.29PCh. 17 - Prob. 17.30PCh. 17 - Prob. 17.31PCh. 17 - Prob. 17.32PCh. 17 - Prob. 17.33PCh. 17 - Prob. 17.34PCh. 17 - Prob. 17.35PCh. 17 - Prob. 17.36PCh. 17 - Prob. 17.37PCh. 17 - Prob. 17.38PCh. 17 - Prob. 17.39PCh. 17 - Prob. 17.40PCh. 17 - Prob. 17.41PCh. 17 - Prob. 17.42PCh. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Prob. 17.46PCh. 17 - Prob. 17.47PCh. 17 - Prob. 17.48PCh. 17 - Prob. 17.49PCh. 17 - Prob. 17.50PCh. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - Prob. 17.53PCh. 17 - Prob. 17.54PCh. 17 - Prob. 17.55PCh. 17 - Prob. 17.56PCh. 17 - Prob. 17.57PCh. 17 - Prob. 17.58PCh. 17 - Prob. 17.59PCh. 17 - Prob. 17.60PCh. 17 - Prob. 17.61PCh. 17 - Prob. 17.62PCh. 17 - Prob. 17.63PCh. 17 - Prob. 17.64PCh. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - Prob. 17.67PCh. 17 - Prob. 17.68PCh. 17 - Prob. 17.69PCh. 17 - Prob. 17.70PCh. 17 - Prob. 17.71PCh. 17 - Prob. 17.72PCh. 17 - Prob. 17.73PCh. 17 - Prob. 17.74PCh. 17 - Prob. 17.75PCh. 17 - Prob. 17.76PCh. 17 - Prob. 17.77PCh. 17 - Prob. 17.78PCh. 17 - Prob. 17.79PCh. 17 - Prob. 17.80PCh. 17 - Prob. 17.81PCh. 17 - Prob. 17.82PCh. 17 - Prob. 17.83PCh. 17 - Prob. 17.84PCh. 17 - Prob. 17.1YTCh. 17 - Prob. 17.2YTCh. 17 - Prob. 17.3YTCh. 17 - Prob. 17.4YTCh. 17 - Prob. 17.5YTCh. 17 - Prob. 17.6YTCh. 17 - Prob. 17.7YTCh. 17 - Prob. 17.8YTCh. 17 - Prob. 17.9YTCh. 17 - Prob. 17.10YTCh. 17 - Prob. 17.11YTCh. 17 - Prob. 17.12YTCh. 17 - Prob. 17.13YTCh. 17 - Prob. 17.14YT
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