Example 17.pdf

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1434359831537.201 Example 17 http://orgchem.colorado.edu/Spectroscopy/specttutor/ex17.html 1/2 Spectroscopy Tutorial: Examples Example 17 C 7 H 8 O MW 108 Calculate the degree of unsaturation: the answer is 4. The molecule probably has an aromatic ring. IR Spectrum The most prominent band is the OH stretch at 3335. Also look for aromatic bands from 16001585 and 15001400: they are present. NMR Spectrum

Transcript of 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:


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