1. Indicate if each of the following reactions is likely to go through an SN1 or SN2 mechanism. Briefly justify your choice. a) H3C-1 b) Br c) ta e) NaCl, H₂O NaCN Br KBr LiBr, DMSO H3C-CI ČN Br for Nal, CH3OH Br g) h) Br "q j) CH3OH OCH3 NaI NaBr, DMSO OH-, H₂O OCH3 Br OH

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 8CTQ
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1. Indicate if each of the following reactions is likely to go through an SN1 or SN2 mechanism.
Briefly justify your choice.
a)
H3C-1
b)
c)
Br
te
d)
e)
NaCl, H₂O
NaCN
Br
KBr
LiBr, DMSO
H3C-Cl
Br
for
Nal, CH3OH
Br
g)
h)
i)
j)
Br
CH3OH OCH 3
NaI
NaBr, DMSO
OH-, H₂O
OCH3
Br
OH
Transcribed Image Text:1. Indicate if each of the following reactions is likely to go through an SN1 or SN2 mechanism. Briefly justify your choice. a) H3C-1 b) c) Br te d) e) NaCl, H₂O NaCN Br KBr LiBr, DMSO H3C-Cl Br for Nal, CH3OH Br g) h) i) j) Br CH3OH OCH 3 NaI NaBr, DMSO OH-, H₂O OCH3 Br OH
2. Indicate if the following reactions proceed through an SN1 or SN2 mechanism. Draw the
product(s) and show stereochemistry where appropriate.
g)
a)
b)
CI H
f)
Br
OH
Br
недби лю
H3C
d)
+Br H₂0₂
NaBr
DMSO
Br
DH
H₂O
in H₂O
NaCN
h)
j)
k)
CI
CH3
CH3OH
.Br
OCH3
in CH3OH
Br
1)
CH3
L
CH3
NaBr
DMSO
DMF
CI OH
CN
acetone
Transcribed Image Text:2. Indicate if the following reactions proceed through an SN1 or SN2 mechanism. Draw the product(s) and show stereochemistry where appropriate. g) a) b) CI H f) Br OH Br недби лю H3C d) +Br H₂0₂ NaBr DMSO Br DH H₂O in H₂O NaCN h) j) k) CI CH3 CH3OH .Br OCH3 in CH3OH Br 1) CH3 L CH3 NaBr DMSO DMF CI OH CN acetone
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