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Topic: proton NMR problem  (Read 3887 times)

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Offline manwong0927

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proton NMR problem
« on: February 05, 2014, 02:15:36 AM »
This is the proton NMR for molecule C12H14O


The given image is kinda unclear
so I guess the peak at 2.9 ppm is a quartet, at 1.6 is a multiplet, at 1.2 is a doublet and at 0.9 is a triplet
and also, it is given that the signal at 4.9 ppm disappeared upon D2O exchange, which indicates a hydroxyl group

Therefore, I'm guessing the sturcture is
Is there any chance this could be the answer?
I'm not very good at NMR :(
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Offline discodermolide

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Re: proton NMR problem
« Reply #1 on: February 05, 2014, 03:06:21 AM »
No, that is not the structure, you have a 5 valent carbon atom there.
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Offline manwong0927

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Re: proton NMR problem
« Reply #2 on: February 05, 2014, 05:46:52 AM »
How about this?
« Last Edit: February 05, 2014, 06:11:51 AM by manwong0927 »
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Offline discodermolide

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Re: proton NMR problem
« Reply #3 on: February 05, 2014, 07:03:45 AM »
No, I don't think so, how do you account for the 2 proton multiplet at 1.6 with that structure.
Also note the CH2-CH3 group is not coupled to anything else at the CH2 site, if that is actually, as you say, a quartet at 2.9ppm. I can't tell from the picture you posted.
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