Advanced Organic Chemistry: Infrared Spectrum Of Cyclohexene

Advanced Organic Chemistry: Infrared spectrum of cyclohexene cyclo C6H10

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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 AP Honors organic chemistry courses involving molecular spectroscopy analysing infrared spectra of cyclohexene

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Introductory note on the infrared spectrum of cyclohexene

Students and teachers please note my explanation of the infrared spectrum of cyclohexene is designed for advanced, but pre-university, chemistry courses.

Based in the infrared spectrum diagram for cyclohexene, only some of the most prominent peaks for particular bond vibrations are discussed, particularly if cyclohexene has a functional group with a particular characteristic wavenumber peak.

The infrared spectrum of cyclohexene is unique and the whole, or selected wavenumbers, can be used to fingerprint its identity, sometimes analysing a mixture containing cyclohexene or following its change of concentration in a reaction.

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.

aliphatic cyclohexene , alkenes structure and naming (c) doc b , alkenes structure and naming (c) doc b , alkenes structure and naming (c) doc b

The molecular structure and naming of alkenes

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 alkyl 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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