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Carboxylic acid NMR

Ethylmalonic acid

R-COOH: 11.0 - 12.0. A very characteristic peak. Highly deshielded by induction and anisotropy.

HC-COOH: 2.1 - 2.5 ppm. Same argument as esters.

Proton exchange will cause the acidic proton peak to broaden and reduce in intensity - in which case the integral should not be trusted.

As expected, this peak will disappear when dissolved in a deuterium-donating solvent. But since carboxylic acids are often insoluble in these (such as CDCl3), sometimes a piece of sodium is added, which removes the proton to make a sodium salt, the salt is then soluble in a deuterated solvent.
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2 comments:

  1. Cristin25 July 2018 at 06:23

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  2. Insan Faroka20 March 2020 at 05:14

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