Propose syntheses of the compounds below from benzene using side-chain rxns we discussed as key steps. (a) (b) CH₂-OH (c) proposed synthesis OH 20" H CH3CI AICI3 CH₂-Br CH3 NBS ROOR CH3 -CH₂-Br NaOH retrosynthesis (or H₂O, heat) -CH₂-OH

General, Organic, and Biological Chemistry
7th Edition
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:H. Stephen Stoker
Chapter14: Alcohols, Phenols And Ethers
Section: Chapter Questions
Problem 14.71EP: Three isomeric pentanols with unbranched carbon chains exist. Which of these isomers, upon...
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Propose syntheses of the compounds below from benzene using side-chain rxns we discussed as key steps.
I
(a)
(b)
(c)
CH₂-OH
proposed
synthesis
OH
H
H
CH3CI
AICI 3
-CH₂-Br
-CH3
NBS
ROOR
CH3
0"
H
CH₂-Br
NaOH
retrosynthesis
(or H₂O, heat)
CH₂-OH
2
Transcribed Image Text:Propose syntheses of the compounds below from benzene using side-chain rxns we discussed as key steps. I (a) (b) (c) CH₂-OH proposed synthesis OH H H CH3CI AICI 3 -CH₂-Br -CH3 NBS ROOR CH3 0" H CH₂-Br NaOH retrosynthesis (or H₂O, heat) CH₂-OH 2
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