Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 6, Problem 6PP
PRACTICE PROBLEM 6.6
(a) Illustrate how this is true by assigning R, S configurations to the 2-chlorobutane enantiomers based on the following data. [The configuration of (–)-2-butanol is given in Section 5.8C.]
(b) When enantiomerically pure (+)-2-chlorobutanc is allowed to react with potassium iodide in acetone in an
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PRACTICE PROBLEM 6.5
Using chair conformational structures (SectionA), show the nueleophilie substitution reaction that would take place when trans-1-bromo-4-tert-butyleyclohexane reacts
with lodide lon. (Show the most stable conformnation of the reactant and the product.)
Sy2 reactions always occur with inversion of configuration
Review Problem 5.2
Construct handheld models of the 2-butanols represented in Fig. 5.3 and demonstrate for
yourself that they are not mutually superposable. (a) Make similar models of 2-bromo-
propane. Are they superposable? (b) Is a molecule of 2-bromopropane chiral? (c) Would
you expect to find enantiomeric forms of 2-bromopropane?
H
но
OH H
HO HH OH
OH
HO H
CH
CH
CH
C CH
CH
II
II
(a)
(b)
(c)
Figure 5.3 (a) Three-dimensional drawings of the 2-butanol enantiomers I and II. (b) Models of
the 2-butanol enantiomers. (c) An unsuccessful attempt to superpose models of I and II.
please answer all questions.
Chapter 6 Solutions
Organic Chemistry, 12e Study Guide/Student Solutions Manual
Ch. 6 - Prob. 1PPCh. 6 - Prob. 2PPCh. 6 - Prob. 3PPCh. 6 - Prob. 4PPCh. 6 - Prob. 5PPCh. 6 - PRACTICE PROBLEM 6.6
reactions that involve...Ch. 6 - PRACTICE PROBLEM 6.7 Rank the following...Ch. 6 - Prob. 8PPCh. 6 - Prob. 9PPCh. 6 - Prob. 10PP
Ch. 6 - Prob. 11PPCh. 6 - Prob. 12PPCh. 6 - Prob. 13PPCh. 6 - Prob. 14PPCh. 6 - Prob. 15PPCh. 6 - Prob. 16PPCh. 6 - Prob. 17PPCh. 6 - Prob. 18PPCh. 6 - Prob. 19PPCh. 6 - Prob. 20PCh. 6 - Prob. 21PCh. 6 - Prob. 22PCh. 6 - Prob. 23PCh. 6 - Prob. 24PCh. 6 - Listed below are several hypothetical nucleophilic...Ch. 6 - Prob. 26PCh. 6 - 6.27 Write conformational structures for the...Ch. 6 - 6.28 Consider the reaction of with .
(a) Would...Ch. 6 - Prob. 29PCh. 6 - Prob. 30PCh. 6 - Prob. 31PCh. 6 - Prob. 32PCh. 6 - 1-Bromobicyclo[2, 2,1] heptane is extremely...Ch. 6 - When ethyl bromide reacts with potassium cyanide...Ch. 6 - Prob. 35PCh. 6 - Prob. 36PCh. 6 - When the alkyl bromides (listed here) were...Ch. 6 - Prob. 38PCh. 6 - Prob. 39PCh. 6 - Prob. 40PCh. 6 - Prob. 41PCh. 6 - 6.42 The reaction of chloroethane with water in...Ch. 6 - Prob. 43PCh. 6 - Prob. 44PCh. 6 - Prob. 45PCh. 6 - Prob. 46PCh. 6 - 1-Bromo[2.2.1] bicycloheptane is unreactive toward...Ch. 6 - Open the computer molecular model tided...Ch. 6 - Prob. 49PCh. 6 - Consider the solvolysis reaction of (1S,...Ch. 6 - 2. Consider the following sequence of reactions,...
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