13C-NMR, Sample #2


Analysis: C5H7O2N
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C5H7O2N

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

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The 13C NMR has 5 peaks, a quartet at 14 (a CH3), a triplet at 59 (a CH2), another triplet at 22 (another CH2), and two singlets, one at 118 and one at 172. Since the molecule has five carbons and five 13C NMR peaks, there must be no symmetry. The singlet at 172 is in the carbonyl region, most likely an acid or an ester. The CH2 at 59 is in the region where carbons next to electronegative atoms occur (i.e., oxygen) and the CH3 at 14 is a simple terminal methyl, suggesting an -O-CH2CH3 residue. The singlet at 118 would be consistent with a nitrile carbon and the shielded CH2 at 22 suggests that it may be adjacent to the sp-carbon of the nitrile.

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Structure: structure

IUPAC Name: ethyl cyanoacetate

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