Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 6, Problem 47P

1-Bromo[2.2.1] bicycloheptane is unreactive toward both S N 2 and reactions. Open the computer molecular model at the book’s website titled “1-Bromo[2.2.1] bicycloheptane” and examine the structure. What barriers are there to substitution of 1-bromo[2.2.1] bicycloheptane by both S N 2 and S N 1 reaction mechanisms?

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