Example 17.pdf

1434359831537.201 Example17

http://orgchem.colorado.edu/Spectroscopy/specttutor/ex17.html 1/2

SpectroscopyTutorial:Examples

Example17

C7H8O

MW108

Calculatethedegreeofunsaturation:theansweris4.Themoleculeprobablyhasanaromaticring.

IRSpectrum

ThemostprominentbandistheOHstretchat3335.Alsolookforaromaticbandsfrom16001585and15001400:theyarepresent.

NMRSpectrum

1434359831661.201 Example17

http://orgchem.colorado.edu/Spectroscopy/specttutor/ex17.html 2/2

The4protonsfrom6.67.2ppmindicateanorthoormetadisubstitutedaromaticring.Thephenolproton,OH,showsupanywherefrom412ppmthesingletat5.2ppmindicatesthisproton.Sincetheringisdisubstituted,thesingletat2.3ppmof3hydrogensmustindicateamethylgrouponthering.

Summary

Example15is3methylphenol:

Example 17.pdf

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