ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 12, Problem 12.29SP
The ultimate test of fluency in MS and IR is whether you can determine a moderately complex structure from just the MS and the IR, with no additional information. The IR and MS of a compound are shown below. Use everything you know about IR and MS, plus reasoning and intuition, to determine a likely structure. Then show how your proposed structure is consistent with these spectra.
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Students have asked these similar questions
1
Please provide an efficient synthesis of the product below from the starting material.
Use the starting material as the ONLY source of carbon atoms. Show the synthesis of each compound
that would be used in the overall synthesis of the product.
[This synthesis uses alkyne and alcohol chemistry.]
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4000
20
20
30-
%Reflectance
60
50-
09
60-
40-
Date: Thu Feb 06 17:30:02 2025 (GMT-05:0(UnknownP
Scans: 8
Resolution: 2.000
70
70
88
80
3500
3000
2500
90
100
00
Wavenumbers (cm-1)
2000
1500
2983.10
2359.13
1602.52 1584.22
1451.19
1391.87
1367.07
1314.37
1174.34
1070.13
1027.33
1714.16
1269.47
1000
1106.08
1001.14
937.02
873.60
850.20
780.22
686.91 674.38
643.09 617.98
02/06/25 16:38:20
d. Draw arrow-pushing mechanism for an enzymatic retro-aldol reaction of the following hexose.
Use B: and/or HA as needed.
OH
OH
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OH OH
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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