Conformation of open‐chain compounds. Part 4. Carbon‐halogen stretching frequencies, dipole moments, and conformation of some 1‐halogeno‐1‐halogenomethylcyclohexanes and related compounds
作者:
C. Altona,
H.J. Hageman,
E. Havinga,
期刊:
Recueil des Travaux Chimiques des Pays‐Bas
(WILEY Available online 1969)
卷期:
Volume 88,
issue 1
页码: 43-51
ISSN:0165-0513
年代: 1969
DOI:10.1002/recl.19690880108
出版商: WILEY‐VCH Verlag
数据来源: WILEY
摘要:
AbstractCarbon‐halogen stretching frequencies of 1‐chloro‐l‐chloromethyl — (1), 1‐bromomethyl‐1‐chloro‐ (2), 1‐bromo‐1‐bromomethyl‐ (3), 1‐chloromethyl‐1‐hydroxy‐ (4), 1‐bromomethyl‐1‐hydroxy‐ (5) and 1‐bromomethyl‐1‐methoxycyclohexane (6) are reported. The frequencies were assigned to specific conformations by comparing the observed values with those predicted from the known “stretching parameters” of the several possible chemical/geometrical arrangements in the vicinity of the C‐Hal bond (P. T, S calssification).The dipole moments of1, 3and5in carbon tetrachloride and benzene were measured to obtain quantitive information on the conformational properties of this class of compounds.The dihalides exist as mixtures ofantiandgaucheconformations (tertiary halogen axial) with theantiform predominating on account of its low
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