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Advanced Organic Chemistry: Carbon-13 NMR spectrum of (1-methylethyl)benzene (cumene)

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The Carbon-13 NMR spectrum of (1-methylethyl)benzene (cumene)

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 (1-methylethyl)benzene (cumene)

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C-13 NMR spectroscopy - spectra index

C9H12 C-13 nmr spectrum of (1-methylethyl)benzene (cumene) analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of 2-phenylpropane 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-methylethyl)benzene (cumene) here.

 (1-methylethyl)benzene, 2-phenylpropane, C9H12, , (cumene, isopropylbenzene)

Interpreting the C-13 NMR spectrum of (1-methylethyl)benzene (cumene)

As you can see from the diagram above there are 6 different chemical shift lines in the C-13 NMR spectrum of (1-methylethyl)benzene (cumene) indicating 6 different chemical environments of the carbon atoms.

On the C-13 NMR spectrum diagram for (1-methylethyl)benzene you can see chemical shifts (a) to (d) are for the benzene ring carbon atoms and two chemical shifts (e) and (f) for the side-chain carbon atoms of the alkyl groups CH(CH3)2.

The carbon-13 NMR spectra a provides direct evidence of 6 different carbon atom environments in the (1-methylethyl)benzene (cumene) molecule from 6 different 13C chemical shifts (ppm).


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