Advanced Organic Chemistry: Carbon-13 NMR spectrum of Benzene

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Interpreting the carbon-13 13C C13 NMR spectrum of benzene  (re-edit)

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

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C-13 NMR spectroscopy - spectra index

C-13 nmr spectrum of benzene analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of benzene 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 - benzene here.

aromatic benzene C6H6, skeletal formula (c) doc b , structural/displayed formula

Interpreting the C-13 NMR spectrum of benzene C6H6

As you can see from the diagram above there is only one chemical shift line in the C-13 NMR spectrum of benzene (at 128 ppm) indicating only one chemical environment of all carbon atoms.

So, all six ring carbons are equivalent to each other.

This C-13 NMR spectrum of benzene fits in with modern view of it being a completely symmetrical planar hexagonal molecule with all the carbon atoms in the same chemical environment - all bound by the same symmetrical delocalised electron system of the pi orbitals (diagram below)

explaining the 13C carbon-13 NMR spectrum of benzene diagram of the rings of pi orbitals of benzene aromatic compounds aromaticity above and below a hexagonal ring of carbon atoms .


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The infrared spectrum of Benzene

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