For the sequence of the reaction shown in the box, which of the following is the structure of the missing reactant?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter17: Alcohols And Phenols
Section17.SE: Something Extra
Problem 41AP: Carvacrol is a naturally occurring substance isolated from oregano, thyme, and marjoram. What is its...
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For the sequence of the reaction shown in the box, which of the following is the structure of the missing reactant?

 

H3C-
A)
C)
Pd-cat and Cu-cat
H
H
?
H
-CH₂CH₂OH
Na or Li
NH3 liq.
B)
D)
H3C-
-CECH
-CH₂CN
H
H
Transcribed Image Text:H3C- A) C) Pd-cat and Cu-cat H H ? H -CH₂CH₂OH Na or Li NH3 liq. B) D) H3C- -CECH -CH₂CN H H
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