A compound with molecular formula C8H8O3 exhibits the following IR, 1H NMR and 13C NMR spectra. Deduce the structure of this compound. Get hA compound with molecular formula C3H3O3 exhibits the following IR, 'H NMR and 13C NMR spectra. Deduce the structure of this compound.100Proton NMR80601110Chemical Shift (ppm)Carbon NMR139 4118.320-128.0-64.1167.91728-18016014012010080Chemical Shift (ppm)400035003000Wavenumber (cm1)2500200015001000% Transmittance

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A compound with molecular formula C8H8O3 exhibits the following IR, 1H NMR and 13C NMR spectra. Deduce the structure of this compound.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter13: Nuclear Magnetic Resonance Spectroscopy

Section: Chapter Questions

Problem 13.27P: The 13C-NMR spectrum of 3-methyl-2-butanol shows signals at 17.88 (CH3), 18.16 (CH3), 20.01 (CH3),...

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

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A compound with molecular formula C₈H₈O₃ exhibits the following IR, ¹H NMR and ¹³C NMR spectra. Deduce the structure of this compound.

Get h
A compound with molecular formula C3H3O3 exhibits the following IR, 'H NMR and 13C NMR spectra. Deduce the structure of this compound.
100
Proton NMR
80
60
11
10
Chemical Shift (ppm)
Carbon NMR
139 4
118.3
20-
128.0
-64.1
167.9
1728-
180
160
140
120
100
80
Chemical Shift (ppm)
4000
3500
3000
Wavenumber (cm1)
2500
2000
1500
1000
% Transmittance

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