Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 28.5, Problem 14P
Interpretation Introduction
Interpretation:
It should explained that why was a deuterated compound used in the given reaction.
Concept introduction:
Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.
There are mainly three types of pericyclic reactions,
- 1) Electrocyclic reactions
- 2) Cycloaddition reactions
- 3) Sigmatropic reactions
In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”
Sigmatropic rearrangement reactions are named with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.
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Draw the stepwise mechanism for the reactions
Part I.
a)
Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone
b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone
(3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism
the formation of
the products
For
Chapter 28 Solutions
Organic Chemistry
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Give a molecular orbital description for each of...Ch. 28.3 - Prob. 5PCh. 28.3 - Prob. 6PCh. 28.3 - Prob. 7PCh. 28.3 - Prob. 8PCh. 28.4 - Prob. 9PCh. 28.4 - Prob. 11P
Ch. 28.5 - Prob. 12PCh. 28.5 - a. Draw the product of the following reaction: b....Ch. 28.5 - Prob. 14PCh. 28.5 - Prob. 15PCh. 28.5 - Prob. 17PCh. 28.5 - Prob. 18PCh. 28.6 - Prob. 19PCh. 28.6 - Explain why the hydrogen and the methyl...Ch. 28.6 - Chorismate mutase is an enzyme that promotes a...Ch. 28.7 - Convince yourself that the TE-AC method for...Ch. 28 - Draw the product of each of the following...Ch. 28 - Draw the product of each of the following...Ch. 28 - Prob. 25PCh. 28 - Show how norbornance can be prepared from...Ch. 28 - Prob. 27PCh. 28 - Draw the product of each of the following...Ch. 28 - Prob. 29PCh. 28 - Prob. 30PCh. 28 - Prob. 31PCh. 28 - Prob. 32PCh. 28 - When the following compound is heated, a product...Ch. 28 - Prob. 34PCh. 28 - Prob. 35PCh. 28 - Prob. 36PCh. 28 - Prob. 37PCh. 28 - Prob. 38PCh. 28 - If isomer A is heated to about 100 C, a mixture of...Ch. 28 - Propose a mechanism for the following reaction:Ch. 28 - Prob. 41PCh. 28 - A student found that heating any one of the...Ch. 28 - Prob. 43PCh. 28 - Prob. 44PCh. 28 - Prob. 45P
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