1. In following pairs of nucleophilic substitution reaction, which one have higher reaction rate? Explain why. (а) HBr H20 + Br SN1 HO OH Br + HBr H20 + SN1 (b) CI CH3NH2 SN2 CI CH3NH2 SN2 (c) H2O Br NaSH SH NaBr SN2 H20 Br NaOH + NaBr SN2

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 18CTQ: The reactants, intermediates, final products, and all curved arrows showing bonds forming...
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Problems:
1.
LIn following pairs of nucleophilic substitution reaction, which one have
higher reaction rate? Explain why.
(а)
HOT
HBr
H20
+
Br
SN1
OH
Br
+
HBr
H20
+
SN1
1
(b)
'CI
CH3NH2
+
SN2
ONH, cº
CI
CH3NH2
SN2
(c)
H20
Br
NaSH
SH
NaBr
SN2
H20
+
NAOH
HO,
NaBr
Br
SN2
(d)
CH;OH
Br
NaSH
SH
+
NaBr
SN2
H
Me
`N´
Ме
Br
+
NaSH
SH
+
NaBr
SN2
Transcribed Image Text:Problems: 1. LIn following pairs of nucleophilic substitution reaction, which one have higher reaction rate? Explain why. (а) HOT HBr H20 + Br SN1 OH Br + HBr H20 + SN1 1 (b) 'CI CH3NH2 + SN2 ONH, cº CI CH3NH2 SN2 (c) H20 Br NaSH SH NaBr SN2 H20 + NAOH HO, NaBr Br SN2 (d) CH;OH Br NaSH SH + NaBr SN2 H Me `N´ Ме Br + NaSH SH + NaBr SN2
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