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H NMR for salicylic acid and asprin

Hi,

Ive got 4 spectra and have to identify which are salicylic acid and asprin.

Firstly am I right in saying that both salicylic acid and asprin have 6 H+ environments?

Presuming I am, only 1 of the 4 spectra has 6 peaks :/

Theres 1 with 6 peaks, 1 with 5 and the other 2 have 4 so I'm confused :/

Any advice? Or have I missed something?

Thanks
Original post by Chemhistorian
Hi,

Ive got 4 spectra and have to identify which are salicylic acid and asprin.

Firstly am I right in saying that both salicylic acid and asprin have 6 H+ environments?

Presuming I am, only 1 of the 4 spectra has 6 peaks :/

Theres 1 with 6 peaks, 1 with 5 and the other 2 have 4 so I'm confused :/

Any advice? Or have I missed something?

Thanks


Yes, they both have six environments.

It's possible that the COOH proton does not show up in the acid as it's very labile and may give a very broad (and hence, flat) peak. If you are doing the NMR with a D2O shake it won't show at all.
(edited 12 years ago)
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Chemhistorian
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Original post by charco
Yes, they both have six environments.

It's possible that the COOH proton does not show up in the acid as it's very labile and may give a very broad (and hence, flat) peak. If you are doing the NMR with a D[sb]2
shake it won't show at all.

Thanks :smile: I went to see a lecturer about it and she said if theres any water in the sample then the COOH proton might not show up (something like that)

Thanks :biggrin:

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