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Advanced Organic Chemistry: Carbon-13 NMR spectrum of iodoethane

Interpreting the Carbon-13 NMR spectrum of iodoethane (ethyl iodide)

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 iodoethane

13C nmr spectrum of iodoethane C2H5I CH3CH2I analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of ethyl iodide 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 - iodoethane here.

iodoethane, C2H5I, CH3CH2I, CH3-CH2-I

Interpreting the C-13 NMR spectrum of iodoethane

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

CH3-CH2-I

(Note the 2 different colours indicating the 2 different chemical environments of the 2 carbon atoms in iodoethane).

13C chemical shifts (a) to (b) on the C-13 NMR spectrum diagram for iodoethane.

(a) 13C NMR chemical shift of -1.1 ppm for the methyl group carbon atom.

Note in this case the shielding effect of the iodine atom has produced a negative effect on the chemical shift.

(b) 13C NMR chemical shift of 20.6 ppm for the carbon atom attached to the iodine atom.

Note the decreasing effect on the 13C chemical shift as the carbon atom is further from the more electronegative oxygen and nitrogen bromine chlorine atoms iodoethane.

The carbon-13 NMR spectra provides direct evidence of 2 different carbon atom environments for the 2 carbon atoms in the iodoethane molecule, deduced from the presence of 2 different 13C NMR chemical shifts (ppm).


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Links associated with iodoethane

The chemistry of HALOGENOALKANES (haloalkanes) revision notes INDEX

The infrared spectrum of iodoethane (ethyl iodide)

The mass spectrum of iodoethane (ethyl iodide)

The H-1 NMR spectrum of iodoethane (ethyl iodide)

C-13 NMR spectroscopy index

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