13C-NMR, Sample #4


Analysis: C8H8O
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C8H8O

From the molecular formula, the compound has "5 degrees of unsaturation" (5 double bonds or rings).

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CHO

The 13C NMR has 6 peaks, a quartet at 27 (a CH3), three doublets (CH groups), at 129, 128 and 133, and two singlets, one at 137 and one at 197. Since the molecule has eight carbons and six 13C NMR peaks, there must some degree of symmetry. The singlet at 197 is in the carbonyl region, most likely an aldehyde or ketone. The CH3 groups at 27 is consistent with a simple terminal methyl group, slightly shifted by an mildly electronegative group (a carbonyl?). The doublets at 129, 128 and 133 and the singlet at 137 are in the aromatic region, suggesting a monosubstituted aromatic group, with symmetry in four of the six carbons.

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Structure: structure

IUPAC Name: acetophenone

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Copyright 1996, Paul R. Young, University of Illinois at Chicago, All Rights Reserved