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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
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C-13
NMR spectroscopy - spectra index
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).
Key words & phrases:
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assignment of chemical shifts in the 13C
NMR spectrum of iodoethane type functional group haloalkane halogenoalkane alkyl
halide ethyl iodide
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
ALL SPECTROSCOPY INDEXES
All Advanced Organic
Chemistry Notes
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