Advanced Organic Chemistry: Carbon-13 NMR spectrum of 1-bromo-2-chloroethane

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Interpreting the Carbon-13 NMR spectrum of 1-bromo-2-chloroethane

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C-13 NMR spectroscopy - spectra index

C2H4BrCl BrCH2CH2Cl C-13 nmr spectrum of 1-bromo-2-chloroethane analysis of chemical shifts ppm interpretation of 13C chemical shifts ppm of 1-bromo-2-chloroethane 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 - 1-bromo-2-chloroethane here.

1-bromo-2-chloroethane C2H4BrClBrCH2CH2Cl

Interpreting the C-13 NMR spectrum of 1-bromo-2-chloroethane

As you can see from the diagram above there are 2 different chemical shift lines in the C-13 NMR spectrum of 1-bromo-2-chloroethane indicating 2 different chemical environments of the 2 carbon atoms of 1-bromo-2-chloroethane.

BrCH2CH2Cl

(Note the 2 different colours indicating the 2 different chemical environments of the 2 carbon atoms in 1-bromo-2-chloroethane).

13C chemical shifts (a) to (b) on the C-13 NMR spectrum diagram for 1-bromo-2-chloroethane.

Note the greater effect of the 13C chemical shift of the carbon atom by the more electronegative chlorine atom - compared to effect of bromine.

The carbon-13 NMR spectra provides direct evidence of 2 different carbon atom environments for the 2 carbon atoms in the 1-bromo-2-chloroethane molecule, deduced from the presence of 2 different 13C chemical shifts (ppm).


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Links associated with 1-bromo-2-chloroethane

The infrared spectrum of 1-bromo-2-chloroethane

The mass spectrum of 1-bromo-2-chloroethane

The H-1 NMR spectrum of 1-bromo-2-chloroethane

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