Jasperse Chem 341 Test 2 - The Study Of Chemical Reactions Worksheet

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1
JASPERSE
CHEM 341
TEST 2
VERSION 4
Ch. 5 The Study of Chemical Reactions
Ch. 9 Stereochemistry
Ch. 10,11 Alkyl Halides and their Reactions: Nucleophilic Substitution and Elimination
1. Draw the mechanism for the following reaction, and write “slow” next to the rate-
determining step. Be sure to draw all intermediates, and to correctly draw “electron-
movement” arrows or half-arrows. (Show the propagation steps only.) (4 points)
H H
hv
H Br
+ Br
+ H-Br
2
2. Draw the mechanism for the following reaction, and write “slow” above the rate-
determning step. Be sure to draw all intermediates, and to correctly draw “electron-
movement” arrows. (5 points)
Br
OCH
+
3
H
(catalyst)
+ HOCH
+ H-Br
3
CH
OH (solvent)
3
heat
3. Predict the major products for the following reactions. (4 points each)
CH
OH (solvent)
3
Br
+ NaOCH
3
a)
hv
+ Br
2
b)

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