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  •  » [2.2.1]-bicyclco-5-heptene-2,3-dicarboxylic acid 13C-NMR

#1 2008-10-01 01:27:18

orgopete
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[2.2.1]-bicyclco-5-heptene-2,3-dicarboxylic acid 13C-NMR

Yahoo answers

I needed help in figuring out the carbon signals for these two NMR pectrums i dont understand how to do it i understand IR but not NMR.

This is the student spectra

http://www.curvedarrow.com/chem/DielsAlder_CNMR.jpg

These are the assignments from ChemBioDraw® predictions.
http://www.curvedarrow.com/chem/DA_CNMR_predicted.jpg

ChemBioDraw did not distinguish between the isomers, but that isn't necessary to determine which is which. In the upper structure, it is symmetrical. Therefore, the COOH, CHs will be a single peak while the lower is not. Therefore those same atoms, (exo and endo)-COOH, CHs, will not be chemically equivalent and they will give rise to new peaks. However, they will be near to the others as they contain the same functionality.

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