When deuterated phenanthrene oxide undergoes an epoxide rearrangement in water, 81% of the deuterium is retained in

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When deuterated phenanthrene oxide undergoes an epoxide rearrangement in water, 81% of the deuterium is retained in the product.

a. What percentage of the deuterium will be retained if an NIH shift occurs?
b. What percentage of the deuterium will be retained if an NIH shift does not occur?

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Organic Chemistry

ISBN: 978-0131407480

4th edition

Authors: Paula Yurkanis Bruice

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Question Posted: Jun 10, 2016 06:29 AM

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When deuterated phenanthrene oxide undergoes an epoxide rearrangement in water, 81% of the deuterium is retained in

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a If an KIH shift occurs both carbocations will form the same ketointermediate Becaus...View the full answer

Organic Chemistry

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