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Ethyl 3-oxohexanoate
Cas Number: 3249-68-1
Formula: C8H14O3
The Journal of Organic Chemistry, 44, p. 310, 1979 DOI: 10.1021/jo01316a039
C8H14O3
Rule 2, omit O, gives C8H14
8 – 14/2 + 1 = 2 degrees of unsaturation.
Look for 2 pi bonds or aliphatic rings, or 1 of each.
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Even though A, B, C and D are all 2H peaks, they can be distinguished by chemical shift and splitting. B is outside the normal range for protons next to carbonyls, because it’s adjacent to both carbonyls and the combined deshielding is higher than normal.
The bands at 1745 and 1716 indicate that there are two carbonyls, probably an aliphatic ester and an aliphatic ketone. The bands at 3000-2850 indicate C-H alkane stretches.
| H1 NMR Spectrum: | Predict NMR spectrum |
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ir
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The bands at 1745 and 1716 indicate that there are two carbonyls, probably an aliphatic ester and an aliphatic ketone. The bands at 3000-2850 indicate C-H alkane stretches.
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MASS
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