Atkins' Physical Chemistry
11th Edition
ISBN: 9780198769866
Author: ATKINS, P. W. (peter William), De Paula, Julio, Keeler, JAMES
Publisher: Oxford University Press
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Chapter 12, Problem 12A.1DQ
Interpretation Introduction
Interpretation:
The reasons as to why spectrometers that operate at the highest available fields and frequencies are used to determine the structure of macromolecules in NMR spectroscopy has to be stated.
Concept introduction:
The NMR frequency of a given molecule depends upon its nuclear environment. The chemical shift of a nucleus is the difference between its resonance frequency and that of a reference standard. The standard for
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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.
Chapter 12 Solutions
Atkins' Physical Chemistry
Ch. 12 - Prob. 12B.1STCh. 12 - Prob. 12B.2STCh. 12 - Prob. 12B.3STCh. 12 - Prob. 12D.1STCh. 12 - Prob. 12A.1DQCh. 12 - Prob. 12A.2DQCh. 12 - Prob. 12A.3DQCh. 12 - Prob. 12A.1AECh. 12 - Prob. 12A.1BECh. 12 - Prob. 12A.2AE
Ch. 12 - Prob. 12A.2BECh. 12 - Prob. 12A.3AECh. 12 - Prob. 12A.3BECh. 12 - Prob. 12A.4AECh. 12 - Prob. 12A.4BECh. 12 - Prob. 12A.5AECh. 12 - Prob. 12A.5BECh. 12 - Prob. 12A.6AECh. 12 - Prob. 12A.6BECh. 12 - Prob. 12A.7AECh. 12 - Prob. 12A.7BECh. 12 - Prob. 12A.8AECh. 12 - Prob. 12A.8BECh. 12 - Prob. 12A.9AECh. 12 - Prob. 12A.9BECh. 12 - Prob. 12A.1PCh. 12 - Prob. 12A.3PCh. 12 - Prob. 12B.1DQCh. 12 - Prob. 12B.2DQCh. 12 - Prob. 12B.3DQCh. 12 - Prob. 12B.4DQCh. 12 - Prob. 12B.5DQCh. 12 - Prob. 12B.1AECh. 12 - Prob. 12B.1BECh. 12 - Prob. 12B.2AECh. 12 - Prob. 12B.2BECh. 12 - Prob. 12B.3AECh. 12 - Prob. 12B.3BECh. 12 - Prob. 12B.4AECh. 12 - Prob. 12B.4BECh. 12 - Prob. 12B.5AECh. 12 - Prob. 12B.5BECh. 12 - Prob. 12B.6AECh. 12 - Prob. 12B.6BECh. 12 - Prob. 12B.7AECh. 12 - Prob. 12B.7BECh. 12 - Prob. 12B.8AECh. 12 - Prob. 12B.8BECh. 12 - Prob. 12B.9AECh. 12 - Prob. 12B.9BECh. 12 - Prob. 12B.10AECh. 12 - Prob. 12B.10BECh. 12 - Prob. 12B.11AECh. 12 - Prob. 12B.11BECh. 12 - Prob. 12B.12AECh. 12 - Prob. 12B.12BECh. 12 - Prob. 12B.13AECh. 12 - Prob. 12B.13BECh. 12 - Prob. 12B.14AECh. 12 - Prob. 12B.14BECh. 12 - Prob. 12B.1PCh. 12 - Prob. 12B.2PCh. 12 - Prob. 12B.3PCh. 12 - Prob. 12B.5PCh. 12 - Prob. 12B.6PCh. 12 - Prob. 12B.7PCh. 12 - Prob. 12B.8PCh. 12 - Prob. 12B.9PCh. 12 - Prob. 12C.1DQCh. 12 - Prob. 12C.2DQCh. 12 - Prob. 12C.3DQCh. 12 - Prob. 12C.4DQCh. 12 - Prob. 12C.5DQCh. 12 - Prob. 12C.1AECh. 12 - Prob. 12C.1BECh. 12 - Prob. 12C.2AECh. 12 - Prob. 12C.2BECh. 12 - Prob. 12C.3AECh. 12 - Prob. 12C.3BECh. 12 - Prob. 12C.4AECh. 12 - Prob. 12C.4BECh. 12 - Prob. 12C.5AECh. 12 - Prob. 12C.5BECh. 12 - Prob. 12C.4PCh. 12 - Prob. 12C.5PCh. 12 - Prob. 12C.6PCh. 12 - Prob. 12C.10PCh. 12 - Prob. 12D.1DQCh. 12 - Prob. 12D.2DQCh. 12 - Prob. 12D.1AECh. 12 - Prob. 12D.1BECh. 12 - Prob. 12D.2AECh. 12 - Prob. 12D.2BECh. 12 - Prob. 12D.3AECh. 12 - Prob. 12D.3BECh. 12 - Prob. 12D.4AECh. 12 - Prob. 12D.4BECh. 12 - Prob. 12D.5AECh. 12 - Prob. 12D.5BECh. 12 - Prob. 12D.6AECh. 12 - Prob. 12D.6BECh. 12 - Prob. 12D.1PCh. 12 - Prob. 12D.2PCh. 12 - Prob. 12D.4PCh. 12 - Prob. 12D.5PCh. 12 - Prob. 12D.6PCh. 12 - Prob. 12D.7PCh. 12 - Prob. 12D.8PCh. 12 - Prob. 12.3IACh. 12 - Prob. 12.4IA
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