13C-NMR, Sample #5


Analysis: C6H8O
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C6H8O

From the molecular formula, the compound has "3 degrees of unsaturation" (3 double bonds or rings).

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The 13C NMR has 6 peaks, three triplets (CH2 groups) at 46, 30 and 41, two doublets (CH groups), at 129 and 145, and one singlet at 198. Since the molecule has six carbons and six 13C NMR peaks, there must be no symmetry. The singlet at 198 is in the carbonyl region, most likely an aldehyde or ketone. Two of the three CH2 groups are shifted by electronegative groups, suggesting a X-CH2-CH2-CH2-Y unit. The doublets at 129 and 145 are in the alkene region, suggesting a -CHCH- group. The three degrees of unsaturation suggests that the molecule also has a ring.

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Structure: structure

IUPAC Name: cyclohexanon-2-ene

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