Advanced Organic Chemistry: 13C NMR spectrum of ethoxyethane CH3CH2OCH2CH3

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Interpreting the Carbon-13 NMR spectrum of ethoxyethane (diethyl ether)

[Author © Dr Phil Brown PhD: Doc Brown's advanced level organic chemistry exam revision notes suitable for students of UK A level chemistry courses & US K12 grade 11, grade 12 and AP honors chemistry courses: Molecular spectroscopy analysis of ethoxyethane [spectra page updated Mar 23rd 2026 *]

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 C-13 NMR spectroscopy - spectra index

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Introductory note on the 13C NMR spectrum of ethoxyethane

Students and teachers please note that my explanation of the carbon-13 NMR spectrum of ethoxyethane is designed for advanced, but pre-university, chemistry courses.

The description does not involve the chemical shift δ spin-spin coupling effects for ethoxyethane and the relative size of the carbon-13 NMR shifts does not give the ratio of the carbon atoms in the different non-equivalent chemical environments of the ethoxyethane molecule.

The most common solvent used for investigating the C13 NMR spectrum of compounds like ethoxyethane, is CDCl3 and other deuterated solvents.

C-13 nmr spectrum of ethoxyethane analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of ethoxyethane 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 - ethoxyethane

Ethoxyethane C4H10O alcohols and ether structure and naming (c) doc b , alcohols and ether structure and naming (c) doc b , alcohols and ether structure and naming (c) doc b aliphatic ether

The molecular structure and naming of aliphatic alcohols and ethers

Interpreting the C-13 NMR spectrum of ethoxyethane (diethyl ether)

As you can see from the diagram above there are only 2 chemical shift lines in the C-13 NMR spectrum of ethoxyethane indicating only two different 13C chemical environments of carbon atoms.

CH3CH2OCH2CH3

(note the colours indicating the two different chemical environment of the carbon atoms).

The symmetry of the ethoxyethane molecule accounts for why only two chemical environments (a and b) are possible.

Note the carbon atom nearest (attached) to the very electronegative oxygen atoms has a much larger 13C chemical shift than the methyl carbon atoms.


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Associated links

Infrared spectrum of ethoxyethane (diethyl ether)

The mass spectrum of ethoxyethane (diethyl ether)

The H-1 NMR spectrum of Ethoxyethane (diethyl ether)

C-13 NMR spectroscopy index

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