
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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PROBLEM 22) Can you explain this problem and solve it correctly, please!

Transcribed Image Text:32. An unknown compound with a molecular formula of C8H18 reacts with
chlorine in the presence of light and heat. From the reaction
mixture only one monochlorination product (i.e., only one compound
dichloro-,
with the formula C8H17C1) can be isolated. What is the most likely
structure of the original unknown compound?
trichloro-, and higher chlorinated products are also isolated, but
consideration of these is unnecessary.)
(Note:
A) CH3CH2CH2CH2 CH2 CH2CH2CH3
B)
CH3
1
CH3CCH2CH2CH2CH3
CH3
c)
CH3.
CH3CCH2CHCH3
1
..I.
│
CH3 CH3
CH₂ 433
D) H3C CH3
CH3C-CCH3
ודי
H3C CH3
E)
CH3 CH3
CH3CHCHCHCH3
1
CH3
harmone
testosterone.
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