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Advanced Organic Chemistry: Carbon-13 NMR spectrum of propylbenzene

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The Carbon-13 NMR spectrum of propylbenzene

Doc Brown's Chemistry Advanced Level Pre-University Chemistry Revision Study Notes for UK IB KS5 A/AS GCE advanced A level organic chemistry students US K12 grade 11 grade 12 organic chemistry courses involving molecular spectroscopy analysing C-13 NMR spectra of propylbenzene

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C-13 NMR spectroscopy - spectra index

C9H12 C-13 nmr spectrum of propylbenzene analysis of chemical shifts ppm interpretation of 13C chemical shifts ppm of 1-phenylpropane C13 13-C 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 - propylbenzene here.

propylbenzene, 1-phenylpropane, C9H12 , (c) doc b  , (c) doc b 

Interpreting the C-13 NMR spectrum of propylbenzene

As you can see from the diagram above there are 7 different chemical shift lines in the C-13 NMR spectrum of propylbenzene indicating 7 different chemical environments of the carbon atoms.

On the C-13 NMR spectrum diagram for propylbenzene you can see four chemical shifts (a) to (d) are for the benzene ring carbon atoms and three chemical shifts (e) to (g) for the side-chain carbon atoms of the alkyl propyl group CH2CH2CH3.

The carbon-13 NMR spectra a provides direct evidence of 7 different carbon atom environments in the propylbenzene molecule from 7 different 13C chemical shifts (ppm).


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