A bottle is labeled only "Compound B (C,H,,)" and contains a colorless liquid. You have been called in as an expert to identify this compound from its spectra: IR: 3080, 1646, 888 cm-1; Η ΝMR chemical shift, Hz 2400 2100 1800 1500 1200 900 600 300 J = 6.9 Hz J = 6.9 Hz compound B (ČGH12) 13730 6721 4695 2234 8 7 6. 5 4 1 chemical shift, ppm (d) The magenta numbers in the spectrum are the relative integrals in arbitrary units, and the violet numbers are coupling constants. Draw the compound.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 29AP
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Draw the structure

A bottle is labeled only "Compound B (C,H,,)" and contains a colorless liquid. You have been called in as an expert to identify
12
this compound from its spectra:
IR: 3080, 1646, 888 cm-';
1Η ΝMR
chemical shift, Hz
2400
2100
1800
1500
1200
900
600
300
J = 6.9 Hz
J = 6.9 Hz
compound B
(ČGH12)
13730
6721
4695
2234
8
7
5
4
3
2
1
chemical shift, ppm (8)
The magenta numbers in the spectrum are the relative integrals in arbitrary units, and the violet numbers are coupling constants.
Draw the compound.
6
Transcribed Image Text:A bottle is labeled only "Compound B (C,H,,)" and contains a colorless liquid. You have been called in as an expert to identify 12 this compound from its spectra: IR: 3080, 1646, 888 cm-'; 1Η ΝMR chemical shift, Hz 2400 2100 1800 1500 1200 900 600 300 J = 6.9 Hz J = 6.9 Hz compound B (ČGH12) 13730 6721 4695 2234 8 7 5 4 3 2 1 chemical shift, ppm (8) The magenta numbers in the spectrum are the relative integrals in arbitrary units, and the violet numbers are coupling constants. Draw the compound. 6
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