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Chemistry Forums for Students => High School Chemistry Forum => Chemistry Olympiad and other competitions => Topic started by: Rutherford on April 23, 2014, 11:21:39 AM

Title: Practice problem 1
Post by: Rutherford 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:
Title: Re: Practice problem 1
Post by: Corribus on April 23, 2014, 11:56:37 AM
Quote from: Raderford on April 23, 2014, 11:21:39 AM
As no problem of the week anymore,
Yeah, what is up with that, anyway?
Title: Re: Practice problem 1
Post by: Rutherford on April 23, 2014, 12:40:16 PM
Borek stopped with that because of low activity. I think that it rose now. Will see.
Title: Re: Practice problem 1
Post by: discodermolide on April 23, 2014, 01:00:14 PM
How about:
CC(C(C)C)=O
Title: Re: Practice problem 1
Post by: Rutherford 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?
Title: Re: Practice problem 1
Post by: Borek on April 23, 2014, 01:58:33 PM
Quote from: Raderford on April 23, 2014, 12:40:16 PM
Borek stopped with that because of low activity.

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