Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 5.7, Problem 5.12P
When optically pure (R)-2-bromobutane is heated with water, butan-2-ol is the product The reaction forms twice as much (S)-butan-2-ol as (R)-butan-2-ol Calculate the e. e. and the specific rotation expected for the product.
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Students have asked these similar questions
6. When optically pure (R)-2-bromobutane is heated with water, butan-2-ol
(CH3CHOHCH2CH3) is the product. The reaction forms twice as much (S)-butan-2-ol
as (R)-butan-2-ol. Calculate the ee and the specific rotation expected for the product.
22. What is the appropriate IUPAC name for compound shown?
a) (1S,2R)-1-bromo-1-chloro-3-methylbutan-2-ol
d) (15,2S)-1-bromo-1-chloro-3-methylbutan-2-ol
b)
(1R,2R)-1-bromo-1-chloro-3-methylbutan-2-ol e) (1R,2S)-1-bromo-1-chloro-3-methylbutan-2-ol
c) None of above
23. Identify the relationship between the following structures.
a) diastereomers
e) constitutional isomers
24.
HO
H
b) enantiomers
CH₂
Br
HO
НО.Ж.Н H
H
CI
H
CI
(a) (1R,3R)-1-ethyl-3-methylcyclohexane
(b) (1R,3S)-1-ethyl-3-methylcyclohexane
CI
c) the same compound
H3C.
OH
H₂C
compound A
(i) Which one of the following is a diastereoisomer of compound A?
(a) (1R,3R)-1-ethyl-3-methylcyclohexane
(b)
(1R,3S)-1-ethyl-3-methylcyclohexane
(ii) Which one of the following is an enantiomer of compound A?
d) different compounds
(c) (1S,3S)-1-ethyl-3-methylcyclohexane
(d) (1R,4S)-1-ethyl-3-methylcyclohexane
(c) (1S,3S)-1-ethyl-3-methylcyclohexane
(d) (1R,4S)-1-ethyl-3-methylcyclohexane
Consider the reaction below:
D
D
Br2
The final product of this reaction has [Select]
form a total of [Select]
stereocenter(s), and
stereoisomer(s).
Chapter 5 Solutions
Organic Chemistry (9th Edition)
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
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