Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
3rd Edition
ISBN: 9781119340577
Author: Klein
Publisher: Wiley (WileyPLUS Products)
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Question
Chapter 5, Problem 58IP
Interpretation Introduction
Interpretation: The bond-line structure should be draw and identified for the given molecule by using its structures.
Concept Introduction:
Fisher projection: The concept used for horizontal and vertical lines to represent the 3D state, the horizontal lines represents attachments pointing out of the plane towards us and a vertical line represents attachments pointing out of the back place. This interaction represents the central carbon atoms. More over Fisher projection can be used to simply represent absolute configuration of chiral compounds at their stereo center. An advantage of such structures is that they can easily represent multiple stereo center and allow easy identification of plane of symmetry etc.,
Chiral: The single chiral atoms (or) same structural feature in a compound cause that compound to have two possible structure which are non-superimposable each mirror image of the other it is called chiral.
Configuration: The spatial arrangement of the atoms of a chiral molecular group and its stereo chemical description R and S it is referring to (+R) or (-S).
Expert Solution & Answer
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Can you please explain why structure 3 is the correct answer? Please give a detailed explanation.
Part VII. The H-NMR of a compound with molecular formula C5 H 10 O2 is given below.
Find the following:
(a) The no. of protons corresponding to each signal in the spectra
(6) Give the structure of the compound and assign the signals to each
proton in the compound.
a
70.2
Integration Values
C5H10O2
b
47.7
C
46.5
d
69.5
3.6 3.5
3.4 3.3 3.2 3.1 3.0
2.9 2.8
2.7
2.6 2.5
2.4 2.3 2.2 2.1 2.0
Chemical Shift (ppm)
1.9
1.8
1.7 1.6
1.5
1.4 1.3 1.2
1.1 1.0
0.9 0.8
Part 111. 1 H-NMR spectrum of a compound with integration values in red is given below.
Answer the following:
(a) write the signals in the 'H-NMR spectrum to the corresponding protons on the structure
of the molecule below.
(b) Identify the theoretical multiplicities for each proton in the compound. Also give the possible.
complex splitting patterns assuming J values are not similar.
там
Br
22
2
3
6
4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0 3.8 3.6 3.4 3.2 3.0 2.8 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0
Chemical Shift (ppm)
ra.
Br
2
3
6
6
2.5
2.4
2.3
2.2
2.1
2.0
1.9
1.8
1.7
1.6
1.5
1.4
1.3
1.2
1.1
1.0
0.9
0.8
Chemical Shift (ppm)
2
2
Br
7.3
7.2
7.1
7.0 6.9
6.7 6.6 6.5
6.4
6.3
6.2
6.1
6.0
Chemical Shift (ppm)
5.9
5.8 5.7
5.5 5.4 5.3 5.2
5.0 4.9
Chapter 5 Solutions
Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
Ch. 5.1 -
In the following compound, identify each unit...Ch. 5.1 - Prob. 2CCCh. 5.1 - Prob. 3CCCh. 5.2 - Prob. 1LTSCh. 5.2 - Prob. 4PTSCh. 5.2 - Prob. 5ATSCh. 5.2 - Prob. 6ATSCh. 5.2 - Prob. 2LTSCh. 5.2 - Prob. 7PTSCh. 5.2 - Prob. 8ATS
Ch. 5.3 - Prob. 3LTSCh. 5.3 - Prob. 9PTSCh. 5.3 - Prob. 10ATSCh. 5.4 - Prob. 4LTSCh. 5.4 - Prob. 11PTSCh. 5.4 - Prob. 12PTSCh. 5.4 - Prob. 13PTSCh. 5.4 - Prob. 14ATSCh. 5.4 - Prob. 5LTSCh. 5.4 - Prob. 15PTSCh. 5.4 - Prob. 16PTSCh. 5.4 - Prob. 17PTSCh. 5.4 - Prob. 18ATSCh. 5.5 - Prob. 6LTSCh. 5.5 - Prob. 19PTSCh. 5.5 - Prob. 20ATSCh. 5.6 - Prob. 21CCCh. 5.6 - Prob. 22CCCh. 5.6 - Prob. 23CCCh. 5.6 - Prob. 7LTSCh. 5.6 - Prob. 24PTSCh. 5.6 - Prob. 25ATSCh. 5.7 - Prob. 8LTSCh. 5.7 - Prob. 26PTSCh. 5.7 -
Protease inhibitors are a class of anti-viral...Ch. 5.9 - Prob. 28CCCh. 5.11 - Prob. 9LTSCh. 5.11 - Prob. 29PTSCh. 5.11 - Prob. 30ATSCh. 5 - Prob. 31PPCh. 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 - For each of the following pairs of compounds,...Ch. 5 - Prob. 54PPCh. 5 - Prob. 55PPCh. 5 - Prob. 56PPCh. 5 - Prob. 57IPCh. 5 - Prob. 58IPCh. 5 - Prob. 59IPCh. 5 - Prob. 60IPCh. 5 - There are only two stereoisomers of...Ch. 5 - Prob. 62IPCh. 5 - Prob. 63IPCh. 5 - Prob. 64IPCh. 5 - Prob. 65IPCh. 5 - Prob. 66IPCh. 5 - Prob. 67IPCh. 5 - Prob. 68IPCh. 5 - Prob. 69IPCh. 5 - Prob. 70IPCh. 5 - Prob. 71IPCh. 5 - Prob. 72IPCh. 5 - Prob. 73IPCh. 5 - Prob. 74IPCh. 5 - Prob. 75IPCh. 5 - Prob. 76IPCh. 5 - Prob. 77CPCh. 5 - Prob. 78CPCh. 5 - Prob. 79CPCh. 5 - Prob. 80CP
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