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Advanced Organic Chemistry: Carbon-13 NMR spectrum of dimethylamine

Interpreting the C13 NMR spectrum of dimethylamine (N-methylmethanamine)

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 dimethylamine

13C nmr spectrum of dimethylamine C2H7N CH3NHCH3 analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of N-methylmethanamine 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 resonances, called chemical shifts, are measured with respect to the TMS, and depend on the individual (electronic) chemical environment of the 13C atoms in an organic molecule - dimethylamine here.

Dimethylamine, N-methylmethanamine, C2H7N, (c) doc b , (c) doc b , (c) doc b

Interpreting the C-13 NMR spectrum of dimethylamine

As you can see from the diagram above there is only 1 different chemical shift lines in the C-13 NMR spectrum of dimethylamine indicating 1 chemical environments for both carbon atoms of dimethylamine.

CH3NHCH3  or  (CH3)2NH

(Note the single colours indicating the one chemical environments of the 2 carbon atoms in dimethylamine).

13C chemical shifts (a) on the C-13 NMR spectrum diagram for dimethylamine.

The two carbon atoms are equivalent to each other because of the symmetry of the dimethylamine molecule.

The carbon-13 NMR spectra provides direct evidence only one carbon atom environments for the two carbon atoms in the dimethylamine molecule, deduced from the presence of only one 13C NMR chemical shift (ppm).


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