CH3 CH3 HO' CH3 'CH3 Cis-1,2-dimethylcyclohexane a) i) H2SO4 (aq), heat ii) H2 Pd OH iii) H2, Ni b) i) SOCI2, pyridine ii) O c) i) H2SO4 (aq), heat ii) BH3 THF ii) NaOH, H,O2 d) i) SOCI, pyridine ii) CH;0, CH;OH iii) H2, Ni

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter5: Resonance
Section: Chapter Questions
Problem 18E
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Challenging: Select all multi-step syntheses that will yield the final product as the major product of the synthesis.

H
CH3
CH3
CH3
HO'
'CH3
Cis-1,2-dimethylcyclohexane
a) i) H2SO4 (aq), heat ii) H2 Pd
b) i) SOCI2, pyridine ii) O
Он i) Н2, Ni
c) i) H2SO4 (aq), heat ii) BH3 THF ii) NaOH, H202
d) i) SOCI,, pyridine ii) CH;0, CH;OH iii) H2, Ni
Transcribed Image Text:H CH3 CH3 CH3 HO' 'CH3 Cis-1,2-dimethylcyclohexane a) i) H2SO4 (aq), heat ii) H2 Pd b) i) SOCI2, pyridine ii) O Он i) Н2, Ni c) i) H2SO4 (aq), heat ii) BH3 THF ii) NaOH, H202 d) i) SOCI,, pyridine ii) CH;0, CH;OH iii) H2, Ni
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