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ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Question
Chapter 12.15C, Problem 12.11P
Interpretation Introduction
Interpretation: The peaks at
Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.
Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.
To determine: The peaks at
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Students have asked these similar questions
1.
For an unknown compound with a molecular formula of C8H100:
a.
What is the DU? (show your work)
b.
Solve the structure and assign each of the following spectra.
8
6
2
ō (ppm)
4
2
0
200
150
100
50
ō (ppm)
LOD
D
4000
3000
2000
1500
1000
500
HAVENUMBERI -11
16. The proton NMR spectral information shown in this problem is for a compound with formula
CioH,N. Expansions are shown for the region from 8.7 to 7.0 ppm. The normal carbon-13 spec-
tral results, including DEPT-135 and DEPT-90 results, are tabulated:
7
J
Normal Carbon
DEPT-135
DEPT-90
19 ppm
Positive
No peak
122
Positive
Positive
cus
и
124
Positive
Positive
126
Positive
Positive
128
No peak
No peak
4°
129
Positive
Positive
130
Positive
Positive
(144
No peak
No peak
148
No peak
No peak
150
Positive
Positive
してし
3. Propose a synthesis for the following transformation. Do not draw an arrow-pushing
mechanism below, but make sure to draw the product of each proposed step (3 points).
+ En
CN
CN
Chapter 12 Solutions
ORGANIC CHEMISTRY
Ch. 12.3 - Complete the following conversion table. (cm1)...Ch. 12.5 - Which of the bonds shown in red are expected to...Ch. 12.7C - For each hydrocarbon spectrum, determine whether...Ch. 12.9A - Spectra are given for three compounds. Each...Ch. 12.10 - The infrared spectra for three compounds are...Ch. 12.12 - Prob. 12.6PCh. 12.14B - Identify which of these four mass spectra indicate...Ch. 12.15A - Show the fragmentation that accounts for the...Ch. 12.15A - Show the fragmentations that give rise to the...Ch. 12.15B - Ethers are not easily differentiated by their...
Ch. 12.15C - Prob. 12.11PCh. 12 - Prob. 12.12SPCh. 12 - Prob. 12.13SPCh. 12 - All of the following compounds absorb infrared...Ch. 12 - Prob. 12.15SPCh. 12 - Four infrared spectra are shown, corresponding to...Ch. 12 - Predict the masses and the structures of the most...Ch. 12 - Prob. 12.18SPCh. 12 - Prob. 12.19SPCh. 12 - (A true story) While organizing the undergraduate...Ch. 12 - Prob. 12.21SPCh. 12 - Prob. 12.22SPCh. 12 - An unknown, foul-smelling hydrocarbon gives the...Ch. 12 - covered a synthesis of alkynes by a double...Ch. 12 - Three IR spectra are shown, corresponding to three...Ch. 12 - Prob. 12.26SPCh. 12 - Prob. 12.27SPCh. 12 - Prob. 12.28SPCh. 12 - The ultimate test of fluency in MS and IR is...Ch. 12 - Prob. 12.30SPCh. 12 - Consider the following four structures, followed...
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- Label the spectrum with spectroscopyarrow_forwardLabel the spectrum with spectroscopyarrow_forwardQ1: Draw the most stable and the least stable Newman projections about the C2-C3 bond for each of the following isomers (A-C). Are the barriers to rotation identical for enantiomers A and B? How about the diastereomers (A versus C or B versus C)? enantiomers H Br H Br (S) CH3 H3C (S) (R) CH3 H3C H Br A Br H C H Br H3C (R) B (R)CH3 H Br H Br H3C (R) (S) CH3 Br H D identicalarrow_forward
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