1. CH3CH2B1 CH3CH,SH ethanethiol + 2. НО, Н20 H,N `NH2 thiourea H,N `NH, urea

Introductory Chemistry: A Foundation
9th Edition
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Donald J. DeCoste
Chapter20: Organic Chemistry
Section: Chapter Questions
Problem 139AP
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Thiols can be prepared from the reaction of thiourea with an alkyl halide, followed by hydroxide-ion-promoted hydrolysis.
a. Propose a mechanism for the reaction.
b. What thiol will be formed if the alkyl halide employed is pentyl bromide?

1. CH3CH2B1
CH3CH,SH
ethanethiol
+
2. НО, Н20
H,N
`NH2
thiourea
H,N
`NH,
urea
Transcribed Image Text:1. CH3CH2B1 CH3CH,SH ethanethiol + 2. НО, Н20 H,N `NH2 thiourea H,N `NH, urea
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