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Advanced Organic Chemistry: Infrared spectrum of cyclohexene

Interpreting the infrared spectrum of cyclohexene

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 infrared spectra of cyclohexene

infrared spectrum of cyclohexene C6H10 wavenumbers cm-1 functional group detection fingerprint pattern identification of cyclohexene doc brown's advanced organic chemistry revision notes 

Spectra obtained from a liquid film of cyclohexene. The right-hand part of the of the infrared spectrum of cyclohexene, wavenumbers ~1500 to 400 cm-1 is considered the fingerprint region for the identification of cyclohexene and most organic compounds. It is due to a unique set of complex overlapping vibrations of the atoms of the molecule of cyclohexene.

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Interpretation of the infrared spectrum of cyclohexene

The most prominent infrared absorption lines of cyclohexene

Multiple C-H stretching vibration absorption lines peaking at ~3100 to 2950 cm-1.

The very characteristic absorption peaking at ~1640 cm-1 for C=C stretching vibrations, typical of an aliphatic alkene molecule.

(I have seen the 1440 cm-1 absorption peak attributed to C=C vibrations, but this does not fit in with most spectral data of aliphatic alkenes that I've come across which attributes this to CH2 bending vibrations).

Most of the peaks in the fingerprint region are due to C-H vibrations of some origin e.g. from alky CH2, C-H and =C-H groupings.

The absence of other specific functional group bands will show that a particular functional group is absent from the cyclohexene molecular structure.


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Links associated with cyclohexene

The mass spectrum of cyclohexene

The H-1 NMR spectrum of cyclohexene

The C-13 NMR spectrum of cyclohexene

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