Ethyl 3-oxohexanoate エチル=3-オキソヘキサノアテ NMR

 

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.

 

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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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.

 

 

MASS