20. Which reaction sequence would be used to prepare I 1 Co II III IV :0 + ta H MgBr + 2 CH3MgBr 1. ether 2. H3O+ 1. ether 2. H3O+ (C6H5)3P C6HsLi CH3MgBr H30+ ether ? A) I B) II C) III D) IV E) All of the above would yield the product. H₂ Ni H₂ Ni cyclopentanone H₂ Ni

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I am working on a practice assignment for my organic II course and am having difficulty with a question that asks to identify the reaction sequence used to synthesize isopropylcyclopentane. I would really appreciate the help!

20. Which reaction sequence would be used to prepare
I O
II
III
IV
ta
H
II
III
+
MgBr
+ 2 CH3MgBr
1. ether
2. H3O+
1. ether
2. H3O+
(C6H5)3P C6H,Li
CH3MgBr H3O+
ether
?
A) I
B)
C)
D) IV
E) All of the above would yield the product.
H₂
Ni
H₂
Ni
cyclopentanone
H₂
Ni
Transcribed Image Text:20. Which reaction sequence would be used to prepare I O II III IV ta H II III + MgBr + 2 CH3MgBr 1. ether 2. H3O+ 1. ether 2. H3O+ (C6H5)3P C6H,Li CH3MgBr H3O+ ether ? A) I B) C) D) IV E) All of the above would yield the product. H₂ Ni H₂ Ni cyclopentanone H₂ Ni
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