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COOH or Ester?

GBALA
in Organic Chemistry

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I am trying hard to decode a structure of my compound. After a lot of efforts, reading and going through various spectras I got some picture of this compound that it could be a hydroxy fatty acid or ester. It would be grateful if someone tells me how the peak value at 2.29 ppm in the H-NMR spectrum either can be assigned to that of CH2COOH or CH2COO. The integration values are not conclusive. The peak is triplet. Thank you in advance.

Edited by GBALA

  • 2 weeks later...

The difference between the CH2 peaks in an acid or an ester probably would not be that different. However the acid would have a distinctly different IR spectrum and you would also see a (possibly very broad) peak in the NMR for the acidic hydrogen very far downfield.

Edited by spirochete27

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