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Advanced Organic Chemistry: Infrared spectrum of 2-chloro-2-methylpropane

Interpreting the infrared spectrum of 2-chloro-2-methylpropane

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 2-chloro-2-methylpropane

C4H9Cl (CH3)3CCl infrared spectrum of 2-chloro-2-methylpropane wavenumbers cm-1 functional group detection fingerprint pattern identification of  tert-butyl chloride doc brown's advanced organic chemistry revision notes 

Spectra obtained from a liquid film of 2-chloro-2-methylpropane. The right-hand part of the of the infrared spectrum of 2-chloro-2-methylpropane, wavenumbers ~1500 to 400 cm-1 is considered the fingerprint region for the identification of 2-chloro-2-methylpropane and most organic compounds. It is due to a unique set of complex overlapping vibrations of the atoms of the molecule of 2-chloro-2-methylpropane.

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Interpretation of the infrared spectrum of 2-chloro-2-methylpropane

The most prominent infrared absorption lines of 2-chloro-2-methylpropane

C-H stretching vibrations at wavenumbers ~2880 to 3080 cm-1.

C-H bending vibrations at wavenumbers ~1300 to 1500 cm-1.

C-C-C skeletal vibrations from the CH3-C-(CH3)3 grouping occur at wavenumbers ~1255 to 1200 cm-1. and 750 to 720 cm-1.

Characteristic groups of C-Cl vibration absorptions at wavenumbers ~580 to 780 cm-1.

The absence of other specific functional group bands will show that a particular functional group is absent from the 2-chloro-2-methylpropane molecular structure.

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