Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 15.3, Problem 15.4P
Problem 15-4
3-Amino-2-butanol has two stereocenters (carbons 2 and 3); thus, 22 = 4 stereoisomers are possible for it.
'CHa
H-“C-OH
3I
h2n—c— h 4ch3 ch3 H-C-OH
I
H —C—NH2
ch3 ch3 HO-C-H
I
H — C— NH2
ch3 ch3 HO-C-H
I
H,N—C-H
ch3
- Which stereoisomers are pairs of enantiomers?
- Which sets of stereoisomers are diastereomers?
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O o C
PROBLEM 5-21
Which of the following compounds are chiral? Draw each compound in its most symmetric con-
formation, star (*) any asymmetric carbon atoms, and draw any mirror planes. Label any meso
compounds. You may use Fischer projections if you prefer.
(a)
meso-2,3-dibromo-2,3-dichlorobutane
(b) (±)-2,3-dibromo-2,3-dichlorobutane
(c) (2R,3S)-2-bromo-3-chlorobutane
(d) (2R,3S)-2,3-dibromobutane
(e) (R, R)-2,3-dibromobutane
(f)
H-
HO
CHO
-OH
-H
CH₂OH
H
Br
H.
CH₂
H
CH₂
H
Br
(h) H
Br
CH₂
H
H
CH₂
H
Br
PROBLEM 14-4Give a common name (when possible) and a systematic name for each compound. CH3C‚CCH2OCH3
Chapter 15 Solutions
Introduction to General, Organic and Biochemistry
Ch. 15.1 - Prob. 15.1PCh. 15.2 - Problem 15-2 Assign priorities to the groups in...Ch. 15.2 - Problem 15-3 Assign an R or S configuration to the...Ch. 15.3 - Problem 15-4 3-Amino-2-butanol has two...Ch. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15 - 15-7 Answer true or false. The cis and trans...Ch. 15 - 15-8 What does the term “chiral” mean? Give an...Ch. 15 - 15-9 What does the term “achiral” mean? Give an...Ch. 15 - 15-10 Define the term “stereoisomer.” Name three...
Ch. 15 - 15-11 In what way are constitutional isomers...Ch. 15 - 15-12 Which of the following objects are chiral...Ch. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - 15-15 Explain why the carbon of a carbonyl group...Ch. 15 - 15-16 Which of the following compounds contain...Ch. 15 - 15-17 Which of the following compounds contain...Ch. 15 - Prob. 15.18PCh. 15 - 15-19 Draw the mirror image for each molecule: OH...Ch. 15 - Prob. 15.20PCh. 15 - 15-21 Answer true or false. For a molecule with...Ch. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - 15-26 For centuries, Chinese herbal medicine has...Ch. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - 15-30 (Chemical Connections 15A) What does it mean...Ch. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - 15-35 Following are structural formulas for three...Ch. 15 - Prob. 15.36PCh. 15 - 15-37 Consider a cyclohexane ring substituted with...Ch. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - 15-41 Compound A(C5Hh, is not optically active and...Ch. 15 - Prob. 15.42PCh. 15 - 15-43 Triamcinolone acetonide, the active...Ch. 15 - 15-44 Consider the structure of the...Ch. 15 - Prob. 15.45PCh. 15 - 15-46 Consider Lunesta, a nonbenzodiazepine...Ch. 15 - Prob. 15.47P
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