Advanced Organic Chemistry: Infrared spectrum (1-methylethyl)benzene (cumene)

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Interpreting the infrared spectrum of (1-methylethyl)benzene (cumene)

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 (1-methylethyl)benzene (cumene)

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Infrared spectroscopy - spectra index

C9H12 infrared spectrum of (1-methylethyl)benzene (cumene) wavenumbers cm-1 functional group detection fingerprint pattern identification of cumene 2-phenylpropane doc brown's advanced organic chemistry revision notes 

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

 (1-methylethyl)benzene, C6H5CH(CH3)2 , 2-phenylpropane, C9H12, , (cumene)

Interpretation of the infrared spectrum of (1-methylethyl)benzene (cumene)

The most prominent infrared absorption lines of (1-methylethyl)benzene (cumene)

Strong absorption at wavenumbers 3080 to 3030 cm-1 due to =C-H aryl C-H stretching vibrations.

Strong C-H stretching vibrations from the alkyl groups (CH2 and CH3) at wavenumbers 2975 to 2845 cm-1.

C=C benzene ring vibrations with peaks close to wavenumbers 1600 and 1500 cm-1.

C-H side-chain alkyl vibrations are observed at wavenumbers 1470 to 1370 cm-1.

Other aryl C-H vibration absorptions occur at wavenumbers 770 to 690 cm-1 characteristic of a monosubstituted benzene ring.

The absence of other specific functional group bands will show that particular functional group is absent from the (1-methylethyl)benzene (cumene) molecular structure.

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