Answered: MgCl [] CH,=0 [2] H2O -OH OH N P major…

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MgCl [] CH,=0 [2] H2O -OH OH N P major product minor product

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.7: Sigmatropic Rearrangements

Problem 7P

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Question

Reaction of benzylmagnesium chloride with formaldehyde yields
alcohols N and P after protonation. Draw a stepwise mechanism that
shows how both products are formed

MgCl
[] CH,=0
[2] H2O
-OH
OH
N
P
major product
minor product

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