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Advanced Organic Chemistry: Carbon-13 NMR spectrum of cyclopentane

The Carbon-13 NMR spectrum of cyclopentane

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 cyclopentane

C-13 nmr spectrum of cyclopentane analysis of chemical shifts ppm interpretation of C-13 chemical shifts ppm of cyclopentane 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 shifts, called chemical shifts, depend on the individual (electronic) chemical environment of the 13C atoms in an organic molecule - cyclopentane here.

Cyclopentane, C5H10 , alkanes structure and naming (c) doc b, alkanes structure and naming (c) doc b, all bond angles ~109o, but it is NOT planar, pentagon is slightly bent.

Interpreting the C-13 NMR spectrum of cyclopentane

As you can see from the diagram above there is only one chemical shift line in the C-13 NMR spectrum of cyclopentane indicating only one different chemical environments of the carbon atoms.

The cyclopentane molecule is slightly bent (or folded), but the oscillations of the bonds in the molecule mean that over a finite period of time, any tiny individual differences in the chemical environment of the carbon atoms is averaged out, so all you see is one 13-C NMR resonance line in the spectrum of cyclopentane.


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