Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Question
Chapter 5, Problem 41PP
Interpretation Introduction
Interpretation: For the given set of molecules the stereochemical relationship should be identified.
Concept Introduction: The stereoisomerism is the arrangement of atoms in molecules whose connectivity remains the same but their arrangement in different in each isomer.
The chiral molecules are non-superimposable on its mirror images. The presence of an asymmetric carbon center is one of several structural features that induce chirality in organic molecules.
Diastereomerism occurs when two or more stereoisomers of a compound have different configurations at one or more of the equivalent stereo centers and are not mirror images of each other.
The two molecules can also have mirror images that cannot be superimposed on each other. These molecules are called enantiomers.
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Q2: Ranking Acidity
a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly
explain the ranking. Use Table 2.2 as reference.
Ha
Нь
HC
H-N
Ha
OHe
b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is
more acidic? Explain. (Hint: use resonance structures to help)
Name the functional groups on atenolol.
H
H-N
atenolol
Ν
H-N
OH Н
Answer d, e, and f
If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1
Chapter 5 Solutions
Organic Chemistry
Ch. 5.1 - Prob. 1LTSCh. 5.1 - Prob. 1PTSCh. 5.2 - Prob. 2LTSCh. 5.2 - Prob. 5ATSCh. 5.2 - Prob. 3LTSCh. 5.3 - Prob. 4LTSCh. 5.3 - Prob. 10ATSCh. 5.3 - Prob. 11ATSCh. 5.4 - Prob. 5LTSCh. 5.4 - Prob. 12PTS
Ch. 5.4 - Prob. 13PTSCh. 5.4 - Prob. 14PTSCh. 5.4 - Prob. 15ATSCh. 5.4 - Prob. 16ATSCh. 5.4 - Prob. 6LTSCh. 5.4 - Prob. 17PTSCh. 5.4 - Prob. 18PTSCh. 5.4 - Prob. 19PTSCh. 5.4 - Prob. 20ATSCh. 5.5 - Prob. 7LTSCh. 5.5 - Prob. 21PTSCh. 5.5 - Prob. 22ATSCh. 5.6 - Prob. 23CCCh. 5.6 - Prob. 24CCCh. 5.6 - Prob. 25CCCh. 5.6 - Prob. 8LTSCh. 5.6 - Prob. 26PTSCh. 5.6 - Prob. 27ATSCh. 5.6 - Prob. 28ATSCh. 5.7 - Prob. 9LTSCh. 5.7 - Prob. 29PTSCh. 5.7 - Prob. 30ATSCh. 5.7 - Prob. 31ATSCh. 5 - Prob. 32PPCh. 5 - Prob. 33PPCh. 5 - Prob. 34PPCh. 5 - Prob. 35PPCh. 5 - Prob. 36PPCh. 5 - Prob. 37PPCh. 5 - Prob. 38PPCh. 5 - Prob. 39PPCh. 5 - Prob. 40PPCh. 5 - Prob. 41PPCh. 5 - Prob. 42PPCh. 5 - Prob. 43PPCh. 5 - Prob. 44PPCh. 5 - Prob. 45PPCh. 5 - Prob. 46PPCh. 5 - Prob. 47PPCh. 5 - Prob. 48PPCh. 5 - Prob. 49PPCh. 5 - Prob. 50PPCh. 5 - Prob. 51PPCh. 5 - Prob. 52PPCh. 5 - Prob. 53IPCh. 5 - Prob. 54IPCh. 5 - Prob. 55IPCh. 5 - Prob. 56IPCh. 5 - Prob. 57IPCh. 5 - Prob. 58IPCh. 5 - Prob. 59IPCh. 5 - Prob. 60IPCh. 5 - Prob. 61IPCh. 5 - Prob. 62IPCh. 5 - Prob. 63IPCh. 5 - Prob. 64IPCh. 5 - Prob. 65IP
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