Compound W shows stereoisomerism.

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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Compound W shows stereoisomerism.

  • Why are such isomers formed in approximately equimolar quantities no matter the synthetic pathway used for the preparation of the compound?
The diagram below shows two synthetic pathways by which the compound W might be prepared.
C3H;OH
C2H5OH
[0] P
[o] S
Q C3HGO2
T CH4O
Cl2
U.V.V
R C3H5O2CI
V C3H5ON
V
W CH;CH(OH)CO;H
Standing over Concentrated H2SO4
Transcribed Image Text:The diagram below shows two synthetic pathways by which the compound W might be prepared. C3H;OH C2H5OH [0] P [o] S Q C3HGO2 T CH4O Cl2 U.V.V R C3H5O2CI V C3H5ON V W CH;CH(OH)CO;H Standing over Concentrated H2SO4
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