.3 Indicate if the following reactions proceed through an S1 or SN2 mechanism. Draw the substitution product(s); show stereochemistry if relevant. a) CI. H 9) NaBr OCH3 in CH,OH DMSO b) h) он CH;OH c) NaBr DMSO Br CH3 j) Br d) DMF Br H20 k) e) *CN acetone Br H20 in H,0 I)

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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.3 Indicate if the following reactions proceed through an SN1 or SN2 mechanism. Draw the substitution
product(s); show stereochemistry if relevant.
a)
CI, H
g)
"OCH3
in CH,OH
NaBr
DMSO
b)
h)
он
Br
CH,OH
c)
NaBr
CI
DMSO
Br
H;C
CH3
j)
Br
d)
DMF
to
H20
-Br
k)
e)
CN
Br
H20
acetone
in H20
I)
f)
CH3
Br
NaCN
DH
OH
CH3
Transcribed Image Text:.3 Indicate if the following reactions proceed through an SN1 or SN2 mechanism. Draw the substitution product(s); show stereochemistry if relevant. a) CI, H g) "OCH3 in CH,OH NaBr DMSO b) h) он Br CH,OH c) NaBr CI DMSO Br H;C CH3 j) Br d) DMF to H20 -Br k) e) CN Br H20 acetone in H20 I) f) CH3 Br NaCN DH OH CH3
.2 Indicate if the following is likely to go through a S1 or SN2 mechanism.
a)
NaCI, H20
H3C-I
H,C-CI
9)
OCH,
OCH,
b)
NaCN
ČN
h)
Br
Br
Nal
c)
KBr
to
Br
NaBr, DMSO
Br
LiBr, DMSO
Br
j)
OH-, H,0
он
e)
Nal, CH3OH
Br
k)
Br
OH
f)
H20
HBr
Br
H20
Transcribed Image Text:.2 Indicate if the following is likely to go through a S1 or SN2 mechanism. a) NaCI, H20 H3C-I H,C-CI 9) OCH, OCH, b) NaCN ČN h) Br Br Nal c) KBr to Br NaBr, DMSO Br LiBr, DMSO Br j) OH-, H,0 он e) Nal, CH3OH Br k) Br OH f) H20 HBr Br H20
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