Diphenylsilanediol

Diphenylsilanediol, Ph2Si(OH)2, is a silanol. The tetrahedral molecule forms hydrogen-bonded columns in the solid state.[2] It can be prepared by hydrolysis of diphenyldichlorosilane Ph2SiCl2. Diphenylsilanediol can act as an anticonvulsant, in a similar way to phenytoin.[2] Although the compound is stable in normal conditions, the presence of basic impurities can accelerate the condensation of the silanol groups.

Diphenylsilanediol
Diphenylsilanediol-2D-skeletal.png
Diphenylsilanediol-1-from-xtal-3D-balls.png
Names
Preferred IUPAC name
Diphenylsilanediol
Other names
dihydroxydiphenylsilane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.207 Edit this at Wikidata
UNII
  • InChI=1S/C12H12O2Si/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H
    Key: OLLFKUHHDPMQFR-UHFFFAOYSA-N
  • c1ccc(cc1)[Si](c2ccccc2)(O)O
Properties
C12H12O2Si
Molar mass 216.308 g/mol
Density 1.255 g/cm3[1]
Melting point 144 to 148 °C (291 to 298 °F; 417 to 421 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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ReferencesEdit

  1. ^ T. J. Kistenmacher; M. Rossi; L. K. Frevel (October 1978). "Crystal data for diphenylsilanediol, (C6H3)2Si(OH)2". J. Appl. Cryst. 11 (5): 670–671. doi:10.1107/S002188987801420X.
  2. ^ a b J. K. Fawcett; N. Camerman; A. Camerman (1977). "Stereochemical basis of anticonvulsant drug action. VI. Crystal and molecular structure of diphenylsilanediol". Can. J. Chem. 55 (20): 3631–3635. doi:10.1139/v77-510.