Organic Chemistry, Third Edition Binder Ready Version
3rd Edition
ISBN: 9781119110453
Author: Klein
Publisher: WILEY
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Question
Chapter 8.9, Problem 23ATS
Interpretation Introduction
Interpretation:
Reason should be explained, why stereo specificity lost for the given reaction (bromination in water).
Concept introduction:
- Addition of bromine molecule in presence of water gives the halohydrin formation.
- Addition of bromine and hydroxide group across the double bond of
alkene is known as halohydrin formation. - Generally, bromination reactions proceeds through a 3-membered cyclic bromonium intermediate then attack of water molecule at most substituted carbon position of the alkene.
To explain: about the stereo specificity of the reaction.
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How many signals do you expect in the H NMR spectrum for this molecule?
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Write the answer below.
Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H
atoms that would contribute to the same signal as the H already highlighted red.
Note for advanced students: In this question, any multiplet is counted as one signal.
Number of signals in the 'H NMR spectrum.
For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to
the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
No additional Hs to color in top
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For the molecule in the bottom drawing area, highlight in red any other H atoms that will
contribute to the same signal as the H atom already highlighted red.
If no other H atoms will contribute, check the box at right.
No additional Hs to color in bottom
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In the drawing area below, draw the major products of this organic reaction:
1. NaOH
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2. CH3Br
If there are no major products, because nothing much will happen to the reactant under these reaction conditions, check the box under the drawing area
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Chapter 8 Solutions
Organic Chemistry, Third Edition Binder Ready Version
Ch. 8.4 - Prob. 1CCCh. 8.4 - Prob. 2CCCh. 8.4 - Draw a mechanism for the following...Ch. 8.4 - Prob. 3PTSCh. 8.4 - Prob. 4ATSCh. 8.4 - Prob. 5CCCh. 8.4 - Prob. 2LTSCh. 8.4 - Prob. 6PTSCh. 8.5 - Prob. 8CCCh. 8.5 - Prob. 9CC
Ch. 8.5 - Prob. 3LTSCh. 8.5 - Prob. 10PTSCh. 8.5 - Prob. 11ATSCh. 8.6 - Prob. 12CCCh. 8.6 - Prob. 13CCCh. 8.7 - Below are several examples of...Ch. 8.7 - Prob. 15CCCh. 8.7 - Prob. 4LTSCh. 8.7 - Prob. 16PTSCh. 8.7 - Prob. 17ATSCh. 8.8 - Prob. 5LTSCh. 8.8 - Prob. 18PTSCh. 8.8 - Prob. 19ATSCh. 8.9 - Prob. 20CCCh. 8.9 - Predict the major product(s) for the following...Ch. 8.9 - Prob. 21PTSCh. 8.9 - Prob. 22ATSCh. 8.9 - Prob. 23ATSCh. 8.10 - Prob. 7LTSCh. 8.10 - Prob. 24PTSCh. 8.10 - Prob. 25ATSCh. 8.10 - Prob. 26ATSCh. 8.11 - Prob. 27CCCh. 8.12 - Prob. 8LTSCh. 8.12 - Prob. 28PTSCh. 8.12 - Prob. 29PTSCh. 8.12 - Prob. 30ATSCh. 8.13 - Prob. 9LTSCh. 8.13 - Prob. 31PTSCh. 8.13 - Prob. 32ATSCh. 8.13 - Prob. 33ATSCh. 8.13 - Prob. 34ATSCh. 8.14 - Prob. 10LTSCh. 8.14 - Prob. 35PTSCh. 8.14 - Prob. 36ATSCh. 8.14 - Prob. 11LTSCh. 8.14 - Prob. 37PTSCh. 8.14 - Bioethanol, ethanol produced by fermentation of...Ch. 8.14 - Prob. 12LTSCh. 8.14 - Prob. 39PTSCh. 8.14 - Prob. 40ATSCh. 8 - Prob. 41PPCh. 8 - Prob. 42PPCh. 8 - Prob. 43PPCh. 8 - Prob. 44PPCh. 8 - Prob. 45PPCh. 8 - Prob. 46PPCh. 8 - Prob. 47PPCh. 8 - Prob. 48PPCh. 8 - Prob. 49PPCh. 8 - Prob. 50PPCh. 8 - Prob. 51PPCh. 8 - Prob. 52PPCh. 8 - Prob. 53PPCh. 8 - Prob. 54PPCh. 8 - Prob. 55PPCh. 8 - Prob. 56PPCh. 8 - Prob. 57PPCh. 8 - Prob. 58PPCh. 8 - Prob. 59PPCh. 8 - Prob. 60PPCh. 8 - Prob. 61PPCh. 8 - Prob. 62PPCh. 8 - Prob. 63PPCh. 8 - Prob. 64PPCh. 8 - Prob. 65PPCh. 8 - Prob. 66PPCh. 8 - Prob. 67PPCh. 8 - Prob. 68PPCh. 8 - Prob. 69PPCh. 8 - Prob. 70PPCh. 8 - Prob. 71PPCh. 8 - Prob. 72PPCh. 8 - Prob. 73PPCh. 8 - Prob. 74IPCh. 8 - Prob. 75IPCh. 8 - Prob. 76IPCh. 8 - Prob. 77IPCh. 8 - Prob. 78IPCh. 8 - Prob. 79IPCh. 8 - Prob. 80IPCh. 8 - Prob. 81IPCh. 8 - Prob. 82IPCh. 8 - Prob. 83IPCh. 8 - Prob. 84IPCh. 8 - Prob. 85IPCh. 8 - Prob. 86IPCh. 8 - Prob. 87IPCh. 8 - Prob. 88IPCh. 8 - Prob. 90IPCh. 8 - Prob. 91IPCh. 8 - Prob. 92IPCh. 8 - Prob. 93CPCh. 8 - Prob. 95CPCh. 8 - Prob. 96CP
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