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Advanced Organic Chemistry: Carbon-13 NMR spectrum of trimethylamine

Interpreting the Carbon-13 NMR spectrum of N,N-dimethylmethanamine (N,N-dimethylmethylamine, trimethylamine)

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 N,N-dimethylmethanamine (trimethylamine)

13C nmr spectrum of N,N-dimethylmethanamine (trimethylamine) C3H9N (CH3)3N analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of N,N-dimethylmethylamine 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 - N,N-dimethylmethanamine (trimethylamine) here.

N,N-dimethylmethanamine, N,N-dimethylmethylamine, trimethylamine, (c) doc b ,(c) doc b

Interpreting the C-13 NMR spectrum of N,N-dimethylmethanamine (trimethylamine)

As you can see from the diagram above there is only one chemical shift line in the C-13 NMR spectrum of N,N-dimethylmethanamine (trimethylamine) indicating only one chemical environment of the 3 carbon atoms of N,N-dimethylmethanamine (trimethylamine).

(CH3)3N

13C chemical shift (a) on the C-13 NMR spectrum diagram for N,N-dimethylmethanamine (trimethylamine).

All three carbon atoms are equivalent to each other because of the symmetry of the molecule.

The carbon-13 NMR spectra provides direct evidence of only one carbon atom environment for the 3 carbon atoms in the N,N-dimethylmethanamine (trimethylamine) molecule, deduced from the presence of only a single 13C NMR chemical shifts (ppm).


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