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Topic: 1H NMR Question  (Read 4195 times)

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Offline nj_bartel

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1H NMR Question
« on: December 05, 2008, 05:23:08 PM »
 http://img227.imageshack.us/my.php?image=nmrquestionvi8.jpg

We're learning introductory NMR in Organic I, so I've been practicing interpreting real NMR spectra with a given chemical formula to determine the structure.  For compounds like the one I linked to, it seems like the spectra come out with H2 and H3 being electronically identical, but based on what I've learned, there's no reason for this to be so.  Would H1-3 & H2-4 W-coupling (something I know of, but we haven't learned about) explain this?

This is one of the spectra  in question that seems to be that way

 http://www.chem.ucla.edu/cgi-bin/webspectra.cgi?Problem=bp2&struct=on

Thanks.

Offline nj_bartel

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Re: 1H NMR Question
« Reply #1 on: December 06, 2008, 07:51:02 PM »
 :(

Offline nj_bartel

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Re: 1H NMR Question
« Reply #2 on: December 07, 2008, 11:20:25 PM »
darn you nmr noobs!  :P

Offline ATMyller

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Re: 1H NMR Question
« Reply #3 on: December 08, 2008, 03:18:13 AM »
Its hard to say for sure without the actual integral values, but with o-Anisaldehyde 2-methoxybenzaldehyde there seems to be only 3 aromatic peaks and judging from the intergal plots there seems to be one peak with two overlapping aromatic signals. Even the the electronic shielding is different the difference might be smaller than e.g. the 3j(H-H) coupling which results in a single multiplet rather than two separate signals.
Chemists do it periodically on table.

Offline macman104

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Re: 1H NMR Question
« Reply #4 on: December 08, 2008, 03:20:48 AM »
Look up o-Anisaldehyde on:

http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/cre_index.cgi?lang=eng

You'll see it marks a range for two of the hydrogens.  Consequently, those 2 can participate in w-coupling I believe.

Offline nj_bartel

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Re: 1H NMR Question
« Reply #5 on: December 08, 2008, 09:12:46 AM »
Thank you, why don't b and d have that same effect as well though?

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