Chemistry: An Atoms-Focused Approach
14th Edition
ISBN: 9780393600681
Author: Gilbert
Publisher: W. W. Norton & Company
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Chapter 3, Problem 3.110QA
Interpretation Introduction
To find:
The group 17 element which forms the largest monatomic ions
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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 3 Solutions
Chemistry: An Atoms-Focused Approach
Ch. 3 - Prob. 3.10VPCh. 3 - Prob. 3.11VPCh. 3 - Prob. 3.12VPCh. 3 - Prob. 3.13QACh. 3 - Prob. 3.14QACh. 3 - Prob. 3.15QACh. 3 - Prob. 3.16QACh. 3 - Prob. 3.17QACh. 3 - Prob. 3.18QACh. 3 - Prob. 3.19QA
Ch. 3 - Prob. 3.20QACh. 3 - Prob. 3.21QACh. 3 - Prob. 3.22QACh. 3 - Prob. 3.23QACh. 3 - Prob. 3.24QACh. 3 - Prob. 3.25QACh. 3 - Prob. 3.26QACh. 3 - Prob. 3.27QACh. 3 - Prob. 3.28QACh. 3 - Prob. 3.29QACh. 3 - Prob. 3.30QACh. 3 - Prob. 3.31QACh. 3 - Prob. 3.32QACh. 3 - Prob. 3.33QACh. 3 - Prob. 3.34QACh. 3 - Prob. 3.35QACh. 3 - Prob. 3.36QACh. 3 - Prob. 3.37QACh. 3 - Prob. 3.38QACh. 3 - Prob. 3.39QACh. 3 - Prob. 3.40QACh. 3 - Prob. 3.41QACh. 3 - Prob. 3.42QACh. 3 - Prob. 3.43QACh. 3 - Prob. 3.44QACh. 3 - Prob. 3.45QACh. 3 - Prob. 3.46QACh. 3 - Prob. 3.47QACh. 3 - Prob. 3.48QACh. 3 - Prob. 3.49QACh. 3 - Prob. 3.50QACh. 3 - Prob. 3.51QACh. 3 - Prob. 3.52QACh. 3 - Prob. 3.53QACh. 3 - Prob. 3.54QACh. 3 - Prob. 3.55QACh. 3 - Prob. 3.56QACh. 3 - Prob. 3.58QACh. 3 - Prob. 3.59QACh. 3 - Prob. 3.60QACh. 3 - Prob. 3.61QACh. 3 - Prob. 3.62QACh. 3 - Prob. 3.63QACh. 3 - Prob. 3.64QACh. 3 - Prob. 3.65QACh. 3 - Prob. 3.66QACh. 3 - Prob. 3.67QACh. 3 - Prob. 3.68QACh. 3 - Prob. 3.69QACh. 3 - Prob. 3.70QACh. 3 - Prob. 3.71QACh. 3 - Prob. 3.72QACh. 3 - Prob. 3.73QACh. 3 - Prob. 3.74QACh. 3 - Prob. 3.75QACh. 3 - Prob. 3.76QACh. 3 - Prob. 3.77QACh. 3 - Prob. 3.78QACh. 3 - Prob. 3.79QACh. 3 - Prob. 3.80QACh. 3 - Prob. 3.81QACh. 3 - Prob. 3.82QACh. 3 - Prob. 3.83QACh. 3 - Prob. 3.84QACh. 3 - Prob. 3.85QACh. 3 - Prob. 3.86QACh. 3 - Prob. 3.87QACh. 3 - Prob. 3.88QACh. 3 - Prob. 3.89QACh. 3 - Prob. 3.90QACh. 3 - Prob. 3.91QACh. 3 - Prob. 3.92QACh. 3 - Prob. 3.93QACh. 3 - Prob. 3.94QACh. 3 - Prob. 3.95QACh. 3 - Prob. 3.96QACh. 3 - Prob. 3.97QACh. 3 - Prob. 3.98QACh. 3 - Prob. 3.99QACh. 3 - Prob. 3.100QACh. 3 - Prob. 3.101QACh. 3 - Prob. 3.102QACh. 3 - Prob. 3.103QACh. 3 - Prob. 3.104QACh. 3 - Prob. 3.105QACh. 3 - Prob. 3.106QACh. 3 - Prob. 3.107QACh. 3 - Prob. 3.108QACh. 3 - Prob. 3.109QACh. 3 - Prob. 3.110QACh. 3 - Prob. 3.111QACh. 3 - Prob. 3.112QACh. 3 - Prob. 3.113QACh. 3 - Prob. 3.114QACh. 3 - Prob. 3.115QACh. 3 - Prob. 3.116QACh. 3 - Prob. 3.117QACh. 3 - Prob. 3.118QACh. 3 - Prob. 3.119QACh. 3 - Prob. 3.120QACh. 3 - Prob. 3.121QACh. 3 - Prob. 3.122QACh. 3 - Prob. 3.123QACh. 3 - Prob. 3.124QACh. 3 - Prob. 3.125QACh. 3 - Prob. 3.126QACh. 3 - Prob. 3.127QACh. 3 - Prob. 3.128QACh. 3 - Prob. 3.129QACh. 3 - Prob. 3.130QACh. 3 - Prob. 3.131QACh. 3 - Prob. 3.132QA
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