EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 9781319188962
Author: VOLLHARDT
Publisher: VST
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Chapter 6.8, Problem 6.24E
(a)
Interpretation Introduction
Interpretation:The better nucleophile out of
Concept introduction:Nucleophile is an electron rich, negative ion or a molecule with an electronegative atom & lone pairs of electrons.
(b)
Interpretation Introduction
Interpretation: The better nucleophile out of
Concept introduction: Nucleophile is an electron rich, negative ion or a molecule with an electronegative atom & lone pairs of electrons.
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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 6 Solutions
EBK ORGANIC CHEMISTRY
Ch. 6.2 - Prob. 6.1ECh. 6.2 - Prob. 6.3TIYCh. 6.3 - Prob. 6.4ECh. 6.3 - Prob. 6.5ECh. 6.3 - Prob. 6.6ECh. 6.3 - Prob. 6.7ECh. 6.3 - Prob. 6.8ECh. 6.4 - Prob. 6.10TIYCh. 6.4 - Prob. 6.11ECh. 6.5 - Prob. 6.12E
Ch. 6.5 - Prob. 6.13ECh. 6.6 - Prob. 6.14ECh. 6.6 - Prob. 6.16TIYCh. 6.6 - Prob. 6.17ECh. 6.7 - Prob. 6.18ECh. 6.7 - Prob. 6.19ECh. 6.7 - Prob. 6.20ECh. 6.8 - Prob. 6.21ECh. 6.8 - Prob. 6.22ECh. 6.8 - Prob. 6.23ECh. 6.8 - Prob. 6.24ECh. 6.9 - Prob. 6.26TIYCh. 6.10 - Prob. 6.27ECh. 6.10 - Prob. 6.28ECh. 6 - Prob. 31PCh. 6 - Prob. 32PCh. 6 - Prob. 33PCh. 6 - Prob. 34PCh. 6 - Prob. 35PCh. 6 - Prob. 36PCh. 6 - Prob. 37PCh. 6 - Prob. 38PCh. 6 - Prob. 39PCh. 6 - Prob. 40PCh. 6 - Prob. 41PCh. 6 - Prob. 42PCh. 6 - Prob. 43PCh. 6 - Prob. 44PCh. 6 - Prob. 45PCh. 6 - Prob. 46PCh. 6 - Prob. 47PCh. 6 - Prob. 48PCh. 6 - Prob. 49PCh. 6 - Prob. 50PCh. 6 - Prob. 51PCh. 6 - Prob. 52PCh. 6 - Prob. 53PCh. 6 - Prob. 54PCh. 6 - Prob. 55PCh. 6 - Prob. 56PCh. 6 - Prob. 57PCh. 6 - Prob. 58PCh. 6 - Prob. 59PCh. 6 - Prob. 60PCh. 6 - Prob. 61PCh. 6 - Prob. 62PCh. 6 - Prob. 63PCh. 6 - Prob. 64PCh. 6 - Prob. 65PCh. 6 - Prob. 66PCh. 6 - Prob. 67PCh. 6 - Prob. 68P
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