2 1 2 2 H₂C- CH₂ CI CL Br Br H₂O EtOH 0 CHÍNH EtOH, H₂O e CHÍNH DMSO H₂O, CH₂OH H₂O, CH₂OH OH OEt H₂C CH₂ он + + HI + HI HCT "OH + HC1 NHCH3 + Br NHCH3 + Br Mechanism Faster 1 or 2 or Same? Why? Mechanism Faster 1 or 2 or Same? Why? Mechanism Faster 1 or 2 or Same? Why?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter10: Organohalides
Section10.SE: Something Extra
Problem 45AP
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2
1
2
2
1. Each pair of reactions, 1 and 2, will both go by the same mechanism, Sn1 or Sn2, say which.
Also, say which of the two in each pair do you expect to go faster, or the same, and why.
CH₂
H₂C
CI
CH₂
Br
CI
Br CHÍNH
DMSO
H₂O
EtOH
e
CHÍNH
EtOH, H₂O
H₂O, CH₂OH
CI H₂O, CH,OH
NaOCH3
acetone
NaOCH₁
acetone
OH
OEt
H₂C CH₂
он +
OH +
OCH3
+ HI
+ HI
HCT
HC1
OCH3
+ NaCl
NHCH3 + Br
O
NHCH3 + Br
+ NaCl
aste
hv?
vieCrnar
TOT 2
ame
O O Sam
Mechanism_
Faster 1 or 2 or Same?
Why?
Mechanism_
Faster 1 or 2 or Same?
Why?
Mechanism
Faster 1 or 2 or Same?
Why?
Mechanism
Faster 1 or 2 or Same?
Why?
Transcribed Image Text:2 1 2 2 1. Each pair of reactions, 1 and 2, will both go by the same mechanism, Sn1 or Sn2, say which. Also, say which of the two in each pair do you expect to go faster, or the same, and why. CH₂ H₂C CI CH₂ Br CI Br CHÍNH DMSO H₂O EtOH e CHÍNH EtOH, H₂O H₂O, CH₂OH CI H₂O, CH,OH NaOCH3 acetone NaOCH₁ acetone OH OEt H₂C CH₂ он + OH + OCH3 + HI + HI HCT HC1 OCH3 + NaCl NHCH3 + Br O NHCH3 + Br + NaCl aste hv? vieCrnar TOT 2 ame O O Sam Mechanism_ Faster 1 or 2 or Same? Why? Mechanism_ Faster 1 or 2 or Same? Why? Mechanism Faster 1 or 2 or Same? Why? Mechanism Faster 1 or 2 or Same? Why?
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