300 MHz 1H NMR spectra in CDCl3 are shown below for five of the six isomers of dimethylphenol. Match each spectrum to the appropriate compound and assign the resonances of the spectrum to the appropriate protons in the compound.

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter12: Alkenes And Alkynes
Section: Chapter Questions
Problem 12.42P: 12-42 Complete these equations.
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300 MHz 1H NMR spectra in CDCl3 are shown below for five of the six isomers of dimethylphenol. Match each spectrum to the appropriate compound and assign the resonances of the spectrum to the appropriate protons in the compound.

SPECTRUM D. Identify the compound (here)
corresponding proton (with labels selected among H2, H3, H4, H5, and H6 as appropriate).
and label the peaks (below) with the
5X expansion
8
7
6
5
4
3
1
Transcribed Image Text:SPECTRUM D. Identify the compound (here) corresponding proton (with labels selected among H2, H3, H4, H5, and H6 as appropriate). and label the peaks (below) with the 5X expansion 8 7 6 5 4 3 1
он
OH
он
он
он
OH
CH3 CH3-
CH3
H2
Hg-
H2
CH3
Hg-
CH3
He-
CH3
HA
`H3
H3
H5
`CH3 CH
H5
H4
H5
`CH3
H5
H3
CH3
H4
ČH3
2,4-methylphenol
H4
3,4-dimethylphenol
3,5-dimethylphenol
2,5-dimethylphenol
2,6-dimethylphenol
2,3-methylphenol
Transcribed Image Text:он OH он он он OH CH3 CH3- CH3 H2 Hg- H2 CH3 Hg- CH3 He- CH3 HA `H3 H3 H5 `CH3 CH H5 H4 H5 `CH3 H5 H3 CH3 H4 ČH3 2,4-methylphenol H4 3,4-dimethylphenol 3,5-dimethylphenol 2,5-dimethylphenol 2,6-dimethylphenol 2,3-methylphenol
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