1. Why is "A" the major acetal formed when d-erythrose reacts with H2SO4 and acetone?

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter20: Carbohydrates
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Problem 20.42P
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1. Why is "A" the major acetal formed when d-erythrose reacts with H2SO4 and acetone?

 

2. Why do carbons 2 and 3 on molecule "A" react  with H2SO4 and acetone to form acetal "B", rather than carbons 3 and 4 on molecule "A" forming a different acetal?

D-erythrose
А
В
H
OH
H
H.
t
H
OH
CH3
CH3
H
CH3
CH3
OH
Transcribed Image Text:D-erythrose А В H OH H H. t H OH CH3 CH3 H CH3 CH3 OH
В
H•
H
OH
CH3
H.
H
Он
CH3
но
H
но
H3C
H3C
A
Transcribed Image Text:В H• H OH CH3 H. H Он CH3 но H но H3C H3C A
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