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H NMR for salicylic acid and asprin

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    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
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    (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.
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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[/sub] shake it won't show at all.
    Thanks 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

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Updated: February 13, 2012
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