
EBK FOUNDATIONS OF COLLEGE CHEMISTRY
15th Edition
ISBN: 9781119227946
Author: Willard
Publisher: VST
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Chapter 12, Problem 44PE
Interpretation Introduction
Interpretation:
Temperature of
Concept Introduction:
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1,4-Dimethyl-1,3-cyclohexadiene can undergo 1,2- or 1,4-addition with hydrogen halides. (a) 1,2-Addition i. Draw the carbocation intermediate(s) formed during the 1,2-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,2-addition product formed during the reaction in (i)? (b) 1,4-Addition i. Draw the carbocation intermediate(s) formed during the 1,4-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,4-addition product formed from the reaction in (i)? (c) What is the kinetic product from the reaction of one mole of hydrobromic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (d) What is the thermodynamic product from the reaction of one mole of hydrobro-mic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (e) What major product will result when 1,4-dimethyl-1,3-cyclohexadiene is treated with one mole of hydrobromic acid at - 78 deg * C ? Explain your reasoning.
Give the product of the bimolecular elimination from each of the isomeric halogenated compounds.
Reaction A
Reaction B.
КОВ
CH₂
HotBu
+B+
ко
HOIBU
+Br+
Templates More
QQQ
Select Cv Templates More
Cras
QQQ
One of these compounds undergoes elimination 50x faster than the other. Which one and why?
Reaction A because the conformation needed for elimination places the phenyl groups and to each other
Reaction A because the conformation needed for elimination places the phenyl groups gauche to each other.
◇ Reaction B because the conformation needed for elimination places the phenyl groups gach to each other.
Reaction B because the conformation needed for elimination places the phenyl groups anti to each other.
Five isomeric alkenes. A through each undergo catalytic hydrogenation to give 2-methylpentane
The IR spectra of these five alkenes have the key absorptions (in cm
Compound
Compound A
–912. (§), 994 (5), 1643 (%), 3077 (1)
Compound B 833 (3), 1667 (W), 3050 (weak shoulder on C-Habsorption)
Compound C
Compound D)
–714 (5), 1665 (w), 3010 (m)
885 (3), 1650 (m), 3086 (m)
967 (5), no aharption 1600 to 1700, 3040 (m)
Compound K
Match each compound to the data presented.
Compound A
Compound B
Compound C
Compound D
Compound
Chapter 12 Solutions
EBK FOUNDATIONS OF COLLEGE CHEMISTRY
Ch. 12.1 - Prob. 12.1PCh. 12.2 - Prob. 12.2PCh. 12.3 - Prob. 12.3PCh. 12.5 - Prob. 12.4PCh. 12.5 - Prob. 12.5PCh. 12.5 - Prob. 12.6PCh. 12.6 - Prob. 12.7PCh. 12.6 - Prob. 12.8PCh. 12.7 - Prob. 12.9PCh. 12.8 - Prob. 12.10P
Ch. 12.8 - Prob. 12.11PCh. 12.9 - Prob. 12.12PCh. 12.9 - Prob. 12.13PCh. 12 - Prob. 1RQCh. 12 - Prob. 2RQCh. 12 - Prob. 3RQCh. 12 - Prob. 4RQCh. 12 - Prob. 5RQCh. 12 - Prob. 6RQCh. 12 - Prob. 7RQCh. 12 - Prob. 8RQCh. 12 - Prob. 9RQCh. 12 - Prob. 10RQCh. 12 - Prob. 11RQCh. 12 - Prob. 12RQCh. 12 - Prob. 13RQCh. 12 - Prob. 14RQCh. 12 - Prob. 15RQCh. 12 - Prob. 16RQCh. 12 - Prob. 17RQCh. 12 - Prob. 18RQCh. 12 - Prob. 19RQCh. 12 - Prob. 20RQCh. 12 - Prob. 21RQCh. 12 - Prob. 22RQCh. 12 - Prob. 23RQCh. 12 - Prob. 24RQCh. 12 - Prob. 25RQCh. 12 - Prob. 26RQCh. 12 - Prob. 1PECh. 12 - Prob. 2PECh. 12 - Prob. 3PECh. 12 - Prob. 4PECh. 12 - Prob. 5PECh. 12 - Prob. 6PECh. 12 - Prob. 7PECh. 12 - Prob. 8PECh. 12 - Prob. 9PECh. 12 - Prob. 10PECh. 12 - Prob. 11PECh. 12 - Prob. 12PECh. 12 - Prob. 13PECh. 12 - Prob. 14PECh. 12 - Prob. 15PECh. 12 - Prob. 16PECh. 12 - Prob. 17PECh. 12 - Prob. 18PECh. 12 - Prob. 19PECh. 12 - Prob. 20PECh. 12 - Prob. 21PECh. 12 - Prob. 22PECh. 12 - Prob. 23PECh. 12 - Prob. 24PECh. 12 - Prob. 25PECh. 12 - Prob. 26PECh. 12 - Prob. 27PECh. 12 - Prob. 28PECh. 12 - Prob. 29PECh. 12 - Prob. 30PECh. 12 - Prob. 31PECh. 12 - Prob. 32PECh. 12 - Prob. 33PECh. 12 - Prob. 34PECh. 12 - Prob. 35PECh. 12 - Prob. 36PECh. 12 - Prob. 37PECh. 12 - Prob. 38PECh. 12 - Prob. 39PECh. 12 - Prob. 40PECh. 12 - Prob. 41PECh. 12 - Prob. 42PECh. 12 - Prob. 43PECh. 12 - Prob. 44PECh. 12 - Prob. 45PECh. 12 - Prob. 46PECh. 12 - Prob. 47PECh. 12 - Prob. 48PECh. 12 - Prob. 49PECh. 12 - Prob. 50PECh. 12 - Prob. 51PECh. 12 - Prob. 52PECh. 12 - Prob. 53PECh. 12 - Prob. 54PECh. 12 - Prob. 55AECh. 12 - Prob. 56AECh. 12 - Prob. 57AECh. 12 - Prob. 58AECh. 12 - Prob. 59AECh. 12 - Prob. 60AECh. 12 - Prob. 61AECh. 12 - Prob. 62AECh. 12 - Prob. 63AECh. 12 - Prob. 64AECh. 12 - Prob. 65AECh. 12 - Prob. 66AECh. 12 - Prob. 67AECh. 12 - Prob. 68AECh. 12 - Prob. 69AECh. 12 - Prob. 70AECh. 12 - Prob. 71AECh. 12 - Prob. 72AECh. 12 - Prob. 73AECh. 12 - Prob. 74AECh. 12 - Prob. 75AECh. 12 - Prob. 76AECh. 12 - Prob. 77AECh. 12 - Prob. 78AECh. 12 - Prob. 79AECh. 12 - Prob. 80AECh. 12 - Prob. 81AECh. 12 - Prob. 82AECh. 12 - Prob. 83AECh. 12 - Prob. 84AECh. 12 - Prob. 85AECh. 12 - Prob. 86AECh. 12 - Prob. 87AECh. 12 - Prob. 88AECh. 12 - Prob. 89AECh. 12 - Prob. 90AECh. 12 - Prob. 91AECh. 12 - Prob. 92AECh. 12 - Prob. 93AECh. 12 - Prob. 94CECh. 12 - Prob. 95CECh. 12 - Prob. 96CECh. 12 - Prob. 97CECh. 12 - Prob. 98CECh. 12 - Prob. 99CECh. 12 - Prob. 100CECh. 12 - Prob. 101CE
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