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Topic: Practice problem 1  (Read 4227 times)

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Offline Rutherford

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Practice problem 1
« on: April 23, 2014, 11:21:39 AM »
As no problem of the week anymore, I thought of posting a problem on my own, so we practice a bit for our competitions :). I know the solution and anyone who wants may attempt it. We could also make it this way: the one who answers a problem correctly may post the next problem.

Deduce the structure of an organic compound which has the following spectra:

Offline Corribus

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Re: Practice problem 1
« Reply #1 on: April 23, 2014, 11:56:37 AM »
As no problem of the week anymore,
Yeah, what is up with that, anyway?
What men are poets who can speak of Jupiter if he were like a man, but if he is an immense spinning sphere of methane and ammonia must be silent?  - Richard P. Feynman

Offline Rutherford

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Re: Practice problem 1
« Reply #2 on: April 23, 2014, 12:40:16 PM »
Borek stopped with that because of low activity. I think that it rose now. Will see.

Offline discodermolide

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Re: Practice problem 1
« Reply #3 on: April 23, 2014, 01:00:14 PM »
How about:
CC(C(C)C)=O
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Offline Rutherford

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Re: Practice problem 1
« Reply #4 on: April 23, 2014, 01:31:19 PM »
Good job. I will explain a bit:
From the mass spectra, M=86g/mol and we can deduce the -CH3 and -C3H7, -C and -O fragments. This is in agreement with the C-NMR spectrum. The shift of the C atom above 200ppm means that one C atom is connected to oxygen. From H-NMR it can be seen that the -C3H7 group is isopropyl. Using the rest of the information from H-NMR one will end up with 3-methyl-2-butanone.

May you now post another problem you want in a new topic, so we others try to solve it?

Offline Borek

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Re: Practice problem 1
« Reply #5 on: April 23, 2014, 01:58:33 PM »
Borek stopped with that because of low activity.

Yep. But I have nothing against some new interesting problems.
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