ISSN:
1042-7163
Keywords:
Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The crystal structure of the title compound, diphenyl 1-hydroxy-1-phenylethylphosphonate (1), was determined by the single-crystal X-ray diffraction method. The crystallographic data for 1 are as follow: C20H19O4P, Mr = 354.34, monoclinic, P21/n, a = 9.787(1) Å, b = 20.235(1) Å, c = 9.797(1) Å, β = 106.18(3)°, V = 1863.3(4) Å3, Z = 4, Dcalc = 1.26 g/cm3, λ(Mo-Ka) = 0.71073 Å, μ = 1.6 cm-1, F(000) = 744, R = 0.018, and Rw = 0.032 for 2258 observed reflections. The solid-state structure in a dimeric packing mode exhibits intermolecular hydrogen bonding of the type P = O···H-O. Infrared solution studies (CCl4) indicate that upon high dilution (10-4 M) the dimers completely dissociate to give conformers with and without intramolecular hydrogen bonds. Theoretical studies (PM3) were undertaken to determine the energy profile about the P-C torsional angle, which exhibited low energy barriers to rotation with no clear minimum energy conformation. © 1996 John Wiley & Sons, Inc.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
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