A. D. Richardson, K. Hedberg
Sep 30, 1997
Citations
0
Influential Citations
9
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract The composition of gaseous 3-chloropropan-1-ol at 115°C and 367°C, and the molecular structures of the rotational conformers have been investigated by electron diffraction aided by results from ab initio ( HF 6-31 G ∗ ) molecular orbital calculations. The mole fractions of the two conformers capable in principle of forming intramolecular OH⋯Cl hydrogen bonds was found to be only 0.04 (14) and 0.05 (24) at the lower and higher temperatures, in good agreement with the theoretical prediction of 0.017 at 0 K, but substantially less than that estimated from an earlier electron diffraction study. Our result stands in contrast to that for 2-chloroethanol where the gauche conformer dominates the vapor-phase composition, presumably in large part because of intramolecular hydrogen bonding. The parameter values of 3-chloropropan-1-ol are unexceptional. Some of the more important ones ( r g A , ∠ α deg ) at 115°C with estimates of 2σ uncertainties are 〈r(CC〉 = 1.527 (5), r(COC) = 1.547 (12), r(CCCl) = 1.497 (12), 〈r(CH〉 = 1.099 (9), r(CO) = 1.424 (6), r(CCl) = 1.803 (4), ∠(COH) = 107.3 (assumed), ∠(CCCl) = 111.6 (11), [∠( CCC ) + ∠( CCO )] 2 = 110.3 (11) , ∠(CCC) − ∠(CCO) = 3.7 (assumed); assumed values are from the theoretical calculations.