1. Which reaction sequence below would work best (and with highest overall yield) in the following conversion? H₂C-C=CH₂ I CH3 A) (1) H₂/Pt (2) Br2, light (3) CH30 Na* C) (1) NBS, CC14, heat (2) H₂/Pt 02 ? H3C-CH-CH2-OCH3 CH3 B) (1) NBS, CC14, heat (2) CH3O Na* (3) H₂/Pt D) (1) HBr, peroxides (2) CH3OH, heat

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 53AP
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1. Which reaction sequence below would work best (and with highest overall yield)
in the following conversion?
H₂C-C=CH₂
CH3
A) (1) H₂/Pt
(2) Br2, light
(3) CH3O-Na*
C) (1) NBS, CC14, heat
(2) H₂/Pt
(CH₂O-Nat
?
H3C-CH-CH₂-OCH3
T
CH3
B) (1) NBS, CC14, heat
(2) CH3O-Na*
(3) H₂/Pt
D) (1) HBr, peroxides
(2) CH3OH, heat
Transcribed Image Text:1. Which reaction sequence below would work best (and with highest overall yield) in the following conversion? H₂C-C=CH₂ CH3 A) (1) H₂/Pt (2) Br2, light (3) CH3O-Na* C) (1) NBS, CC14, heat (2) H₂/Pt (CH₂O-Nat ? H3C-CH-CH₂-OCH3 T CH3 B) (1) NBS, CC14, heat (2) CH3O-Na* (3) H₂/Pt D) (1) HBr, peroxides (2) CH3OH, heat
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