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

The Carbon-13 NMR spectrum of ethyl ethanoate (ethyl 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 ethyl ethanoate

C-13 nmr spectrum of ethyl ethanoate analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of ethyl acetate 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 - ethyl ethanoate here.

Ethyl ethanoate C4H8O2  (c) doc b , (c) doc b , (c) doc b , (c) doc b 

Interpreting the C-13 NMR spectrum of ethyl ethanoate

As you can see from the diagram above there are only 4 chemical shift lines in the C-13 NMR spectrum of ethyl ethanoate indicating 4 different chemical environments of the carbon atoms.

ethyl ethanoate (c) doc b,(c) doc b ,(c) doc b , (c) doc b

CH3COOCH2CH3

(Note the 4 colours indicating the 4 different chemical environment of the carbon atoms in ethyl ethanoate).

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The carbon-13 NMR spectra a provides direct evidence of 4 different carbon atom environments in the ethyl ethanoate molecule from ? different chemical shifts (ppm).


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