Consider the data for an unknown compound with the molecular formula C,H002- • IR: 2400-3200 cm-, 1700 cm-1, 1630 cm- 'H NMR: 8 1.53 (3 H, t, J = 8 Hz); 8 4.32 (2 H, q, J = 8 Hz); 87.08, 8 8.13 (4H, pair of leaning doublets, J = 10 Hz); 8 10 (1 H, broad, disappears with D,O shake)

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 31AP: When measured on a spectrometer operating at 200 MHz, chloroform (CHCl3) shows a single sharp...
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Consider the data for an unknown compound with the molecular formula C,HOz.
• IR: 2400–3200 cm¬1, 1700 cm-1, 1630 cm
'H NMR: 8 1.53 (3 H, t, J = 8 Hz); 8 4.32 (2H, q, J = 8 Hz); 8 7.08, & 8.13 (4 H, pair of leaning doublets, J = 10 Hz);
8 10 (1 H, broad, disappears with D,O shake)
%3D
Deduce the structure for C, H O2-
10 3
Select
Draw
Rings
More
Erase
C HO
of
Transcribed Image Text:Consider the data for an unknown compound with the molecular formula C,HOz. • IR: 2400–3200 cm¬1, 1700 cm-1, 1630 cm 'H NMR: 8 1.53 (3 H, t, J = 8 Hz); 8 4.32 (2H, q, J = 8 Hz); 8 7.08, & 8.13 (4 H, pair of leaning doublets, J = 10 Hz); 8 10 (1 H, broad, disappears with D,O shake) %3D Deduce the structure for C, H O2- 10 3 Select Draw Rings More Erase C HO of
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