What sequence of reactions will accomplish the following synthetic transformation? CO,H = CH2-OH I LIAIH4 H* / H20 CrO3/H* H20/ OH II LIAIH4 H*/ H20 CH3-CH2-OH, H* OH (aq) III NABH4 HO-CH2-CH2-OH, H* H202 IV HO-CH2-CH2-OH, H* LIAIH4 /H2O Select one: А. П В. I С. IV O D. I

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 29AP: Propose a pericyclic mechanism to account for the following transformation:
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What sequence of reactions will accomplish the following synthetic
transformation?
CO,H =
CH2-OH
I
LIAIH4
H* / H20
CrO3/H*
H20/ OH
II
LIAIH4
H*/ H20
CH3-CH2-OH, H*
OH (aq)
III
NABH4
HO-CH2-CH2-OH, H*
H2O2
IV
HO-CH2-CH2-OH, H*
LIAIH4
/H2O
Select one:
А. П
В. I
С. IV
O D. I
Transcribed Image Text:What sequence of reactions will accomplish the following synthetic transformation? CO,H = CH2-OH I LIAIH4 H* / H20 CrO3/H* H20/ OH II LIAIH4 H*/ H20 CH3-CH2-OH, H* OH (aq) III NABH4 HO-CH2-CH2-OH, H* H2O2 IV HO-CH2-CH2-OH, H* LIAIH4 /H2O Select one: А. П В. I С. IV O D. I
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