Organic Chemistry: C13 NMR spectrum 1,3,5-trimethylbenzene (mesitylene)

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The Carbon-13 NMR spectrum of 1,3,5-trimethylbenzene (mesitylene)

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C-13 NMR spectroscopy - spectra index

C9H12 C-13 nmr spectrum of 1,3,5-trimethylbenzene (mesitylene) analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of 1,3,5-trimethylbenzene (mesitylene) C13 13C nmr doc brown's advanced organic chemistry revision notes 

TMS is the acronym for tetramethylsilane, formula Si(CH3)4, whose 13C atoms are arbitrarily given a chemical shift of 0.0 ppm. This is the 'standard' in 13C NMR spectroscopy and all other 13C shifts, called chemical shifts, depend on the individual (electronic) chemical environment of the 13C atoms in an organic molecule - 1,3,5-trimethylbenzene (mesitylene) here.

structural formula 1,3,5-trimethylbenzene mesitylene molecular structure molecular formula C9H12 C6H3(CH3)3

Interpreting the C-13 NMR spectrum of 1,3,5-trimethylbenzene (mesitylene)

As you can see from the diagram above there are 3 different chemical shift lines in the C-13 NMR spectrum of 1,3,5-trimethylbenzene (mesitylene) indicating 3 different chemical environments of the carbon atoms.

On the C-13 NMR spectrum diagram for 1,3,5-trimethylbenzene you can see chemical shifts (a) and (b) are for the benzene ring carbon atoms and one chemical shift (c) for the side-chain carbon atom of the methyl groups.

Ring carbon atoms 1, 3 and 5 are equivalent and so are 2, 4 and 6, due to the symmetry of the molecule.

The carbon-13 NMR spectra a provides direct evidence of only 3 different carbon atom environments for the 9 carbon atoms of the 1,3,5-trimethylbenzene (mesitylene) molecule from 3 different 13C chemical shifts (ppm).

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