Infra-red spectroscopic studies of rotational isomerism. I. The assignment of the fundamental frequencies of some ethylene dihalides

1952 ◽  
Vol 48 ◽  
pp. 128 ◽  
Author(s):  
J. K. Brown ◽  
N. Sheppard

Infra-red spectra between 450 and 1500 cm -1 are presented for a series of polymethylene halides in the liquid and crystalline solid states. The spectra are discussed in terms of the different rotational isomeric forms of these molecules. A comparison of the observed carbon-halogen stretching frequencies with those of the n -propyl halides is used to determine the configurations of the C—C—C— X groups ( X = halogen atom). The analysis shows that the solid-state isomers of a number of the tri-, tetra- and pentamethylene halides have non-planar skeletal structures. Crystalline trimethylene iodide exists in two forms, one of which is metastable; it is concluded that the metastable form has a planar skeleton (symmetry C 2v ) and the stable form a non-planar skeleton (symmetry C 2 ). The solid-state isomers of the decamethylene halides probably have a fully extended planar zigzag configuration.


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