PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 31, Problem 31.12P
Write a stepwise mechanism for the following reaction.
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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
1600°
1538°C
1493°C
In the diagram, the letter L indicates
that it is a liquid. Indicate its
components in the upper region
where only L is indicated.
The
iron-iron carbide phase
diagram.
Temperature (°C)
1400
8
1394°C
y+L
1200
2.14
y, Austenite
10000
912°C
800a
0.76
0.022
600
400
(Fe)
a, Ferrite
Composition (at% C)
15
1147°C
a + Fe3C
2
3
Composition (wt% C)
L
2500
4.30
2000
y + Fe3C
727°C
1500
Cementite (Fe3C)
1000
4
5
6
6.70
Temperature (°F)
Chapter 31 Solutions
PKG ORGANIC CHEMISTRY
Ch. 31 - Problem 31.1
One component of jojoba oil is a wax...Ch. 31 - Problem 31.2
How would you expect the melting...Ch. 31 - Problem 31.3
Draw the products formed when...Ch. 31 - Problem 31.4
The main fatty acid component of the...Ch. 31 - Prob. 31.5PCh. 31 - Problem 31.6
Draw the structure of a lecithin...Ch. 31 - Prob. 31.7PCh. 31 - Problem 31.8
Why are phospholipids, but not...Ch. 31 - Problem 31.9
Explain why regularly ingesting a...Ch. 31 - Problem 31.10
Locate the isoprene units in each...
Ch. 31 - Problem 31.11
Locate the isoprene units in...Ch. 31 - Problem 31.12
Write a stepwise mechanism for the...Ch. 31 - Prob. 31.13PCh. 31 - Prob. 31.14PCh. 31 - Prob. 31.15PCh. 31 - Prob. 31.16PCh. 31 - 31.17 Locate the isoprene units in each...Ch. 31 - Prob. 31.18PCh. 31 - Prob. 31.19PCh. 31 - Prob. 31.20PCh. 31 - Prob. 31.21PCh. 31 - 31.22 What is the structure of an optically...Ch. 31 - Prob. 31.23PCh. 31 - 31.24 Draw the structure of the following...Ch. 31 - Prob. 31.25PCh. 31 - Locate the isoprene units in each compound. a. e....Ch. 31 - 31.27 Classify each terpene and terpenoid in...Ch. 31 - 31.38 Draw the products formed when cholesterol is...Ch. 31 - 31.29 An isoprene unit can be thought of as having...Ch. 31 - 31.30 Draw a stepwise mechanism for the conversion...Ch. 31 - Prob. 31.31PCh. 31 - Prob. 31.32PCh. 31 - Draw three-dimensional structures f or each...Ch. 31 - Prob. 31.34PCh. 31 - Prob. 31.35PCh. 31 - Prob. 31.36PCh. 31 - Prob. 31.37PCh. 31 - 31.38 Draw the products formed when cholesterol is...Ch. 31 - 31.39 Draw a stepwise mechanism for the following...Ch. 31 - 31.40 Draw a stepwise mechanism for the following...Ch. 31 - Prob. 31.41P
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- Nonearrow_forwardPart II. Given below are the 'H-NMR spectrum at 300 MHz in CDC13 and mass spectrum using electron ionization of compound Brian. The FTIR of the said compound showed a strong peak at 1710 cm"). Determine the following: (a) molecular Formula and Degree of unsaturation of compound Brian (b) Basing on the given H-NMR spectrum tabulate the following (i) chemical shifts (ii) integration, ciii) multiplicity and (iv) interferences made for each signal (c) Draw the structure of compound Brian. ) ΕΙ 43 41 27 71 114 (M+) Hmmm 20 30 40 50 60 70 80 90 100 110 120 1H NMR spectrum 300 MHz in CDCl3 2.0 alle 1.0arrow_forwardThe iron-iron carbide phase diagram. In the diagram, the letter L indicates that it is a liquid. Indicate what its components are. Temperature (°C) 1600 10 Composition (at% C) 15 25 1538°C -1493°C 8 1400 1200 1394°C y+L L 2500 1147°C y. Austenite 2.14 4.30 2000 1000 912°C y + Fe3C 800ㅏ 0.76 0.022 600 a, Ferrite a + Fe3C 400 0 (Fe) Composition (wt% C) 727°C 1500 Cementite (Fe3C) 1000 6 6.70 Temperature (°F)arrow_forward
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