1. H3C H CH3 2. H3C + Br CH3 H3C H excess NH3 NH4CI H H NH2 C2H5 N-C₂H5 C2H5 + C2H5 H-N-C2H5 Br C2H5 a Proton transfer b Lewis acid/base e Electrophilic addition h = Syl Nucleophilic substitution f El Elimination i = SN2 Nucleophilic substitution c Radical chain substitution g E2 Elimination j Electrophilic aromatic substitution d Radical chain addition Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 23E
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1.
H3C
H
CH3
2.
H3C + Br
CH3
H3C
H
excess NH3
NH4CI
H
H
NH2
C2H5
N-C₂H5
C2H5
+
C2H5
H-N-C2H5 Br
C2H5
a Proton transfer
b Lewis acid/base
e Electrophilic addition
h = Syl Nucleophilic substitution
f
El Elimination
i
=
SN2 Nucleophilic substitution
c Radical chain substitution
g E2 Elimination
j
Electrophilic aromatic substitution
d Radical chain addition
Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a
- j for your answers.
Transcribed Image Text:1. H3C H CH3 2. H3C + Br CH3 H3C H excess NH3 NH4CI H H NH2 C2H5 N-C₂H5 C2H5 + C2H5 H-N-C2H5 Br C2H5 a Proton transfer b Lewis acid/base e Electrophilic addition h = Syl Nucleophilic substitution f El Elimination i = SN2 Nucleophilic substitution c Radical chain substitution g E2 Elimination j Electrophilic aromatic substitution d Radical chain addition Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - j for your answers.
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