ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
4th Edition
ISBN: 9781119761105
Author: Klein
Publisher: WILEY
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Chapter 16.5, Problem 10PTS
Interpretation Introduction
Interpretation: The treatment of 1,4-dimethycyclohepta-1,3-diene with one equivalent of HBr at the elevated temperature given 1,2-adduct rather than 1,4-adduct should be explained.
Concept Introduction : The compound which has more substituted pi bond (
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the product obtained from the reaction of 1,3-butadiene with cis-1,2-dichloroethene
O because it is a meso compound
O because is has no asymmetric centers
O because it is a racemic mixture
O because it has a point of symmetry
the product obtained from the reaction of 1,3-butadiene with trans-1,2-dichloroethene
O because it is a meso compound
Obecause is has no asymmetric centers
Obecause it is a racemic mixture
because it has a point of symmetry
11. Trans-1-bromo-2-methylcyclohexane will yield a non-Zaitsev elimination product (3-
methylcyclohexene) upon reaction with KOH. Show this reaction by drawing the chair
conformations of the reactant and product. Include the curved arrows and explain why the
product is not a non-Zaitsev product. (
Elimination occurs when (Z)-3-bromohex-3-ene is treated with NaNH2.
Under the same conditions, 1-bromocyclohexeneundergoes elimination much more sluggishly. Explain why
Chapter 16 Solutions
ORGANIC CHEMISTRY-PRINT (LL)-W/WILEY
Ch. 16.1 - Prob. 1CCCh. 16.2 - Prob. 2CCCh. 16.2 - Prob. 3CCCh. 16.2 - Prob. 4CCCh. 16.3 - Draw an energy diagram showing the relative energy...Ch. 16.4 - Prob. 1LTSCh. 16.4 - Prob. 6PTSCh. 16.4 - Prob. 7PTSCh. 16.5 - Prob. 2LTSCh. 16.5 - Predict the products for each of the following...
Ch. 16.5 - Prob. 10PTSCh. 16.5 - Prob. 12CCCh. 16.7 - Prob. 3LTSCh. 16.9 - Prob. 20CCCh. 16.9 - Prob. 4LTSCh. 16.9 - Prob. 21PTSCh. 16.10 - Prob. 23CCCh. 16.10 - Prob. 26CCCh. 16.11 - Prob. 5LTSCh. 16 - Prob. 30PPCh. 16 - Prob. 31PPCh. 16 - Prob. 32PPCh. 16 - Prob. 34PPCh. 16 - Prob. 35PPCh. 16 - Prob. 36PPCh. 16 - Prob. 37PPCh. 16 - Prob. 38PPCh. 16 - Prob. 39PPCh. 16 - Prob. 40PPCh. 16 - Prob. 41PPCh. 16 - Prob. 42PPCh. 16 - Prob. 44PPCh. 16 - Prob. 45PPCh. 16 - Prob. 46PPCh. 16 - Prob. 54PPCh. 16 - Prob. 55PPCh. 16 - Prob. 56PPCh. 16 - Prob. 68IPCh. 16 - Prob. 72IPCh. 16 - Prob. 73IPCh. 16 - Prob. 74IPCh. 16 - Prob. 75IPCh. 16 - Prob. 76IPCh. 16 - Prob. 77IP
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