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Advanced Organic Chemistry: Carbon-13 NMR spectrum of methyl ethanoate

Interpreting the Carbon-13 NMR spectrum of methyl ethanoate (methyl acetate)

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 methyl ethanoate

13C nmr spectrum of methyl ethanoate C3H6O2 CH3COOCH3 analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of methyl acetate 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 - methyl ethanoate here.

methyl ethanoate (methyl acetate), (c) doc b,(c) doc b , (c) doc b, (c) doc b

Interpreting the C-13 NMR spectrum of methyl ethanoate

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

CH3COOCH3

(Note the 3 different colours indicating the 3 different chemical environments of the 3 carbon atoms in methyl ethanoate).

13C chemical shifts (a) to (c) on the C-13 NMR spectrum diagram for methyl ethanoate.

The carbon-13 NMR spectra provides direct evidence of 3 different carbon atom environments for the 3 carbon atoms in the methyl ethanoate molecule, deduced from the presence of 3 different 13C NMR chemical shifts (ppm).


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