ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
12th Edition
ISBN: 9781119304241
Author: Solomons
Publisher: WILEY C
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Chapter F, Problem 2PP
Interpretation Introduction
Interpretation:
The products of the given reactions are to be given.
Concept introduction:
Thiols and disulphides undergo
This can be depicted as:
Sulphur ylide acts as a nucleophile and attacks the carbonyl carbon of
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Students have asked these similar questions
Problem 3.3 Draw mechanisms for each of the following substitution reactions.
Remember that in each case, loss of the leaving group is preceded by coordination
of the leaving group to a Lewis acid such as H+.
(a)
(b)
CH3
CH3
HCl
H3C-
OH
H3C-
Cl
CH3
CH3
OH
ZnCl2
Ar
Ar
Ar
Ar
HO
Problem Three
a) Identify the following as nucleophile or electrophile:
iii) C,H,CHO
vi) HOC₂H₂
i) C,H5NH,
iv) (C$Hs)₂CO
ii) (C₂Hs)3N
v) (C₂H5)₂CH+
viii) CH,SH
vii) CN
ix) CH₂CH₂CH₂CH₂ Br
b) i) Draw the curly arrow mechanism for the reaction between v) and vii)
x) (CH3)3CBr
ii) of the two C atoms involved do any change their hybridisation? If so, how?
PROBLEM 3
Suggest mechanisms for these eliminations. Why does the first give a mixture
and the second a single product?
OH
OH
H₂PO4
heat
X³
OH
48% HBr
heat
64% yield, 4:1 ratio
Chapter F Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
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