Diphenylsilanediol

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Diphenylsilanediol, Ph2Si(OH)2, is a silanol. The tetrahedral molecule forms hydrogen-bonded columns in the solid state.[4] It can be prepared by hydrolysis of diphenyldichlorosilane Ph2SiCl2. Diphenylsilanediol can act as an anticonvulsant, in a similar way to phenytoin.[4] Although the compound is stable in normal conditions, the presence of basic impurities can accelerate the condensation of the silanol groups.

Diphenylsilanediol
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
Appearance Colorless crystals[1]
Odor Odorless[1]
Density 1.255 g/cm3[2]
Melting point 144 to 148 °C (291 to 298 °F; 417 to 421 K)
Structure[3]
Monoclinic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References

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  1. ^ a b "GESTIS-Stoffdatenbank".
  2. ^ T. J. Kistenmacher; M. Rossi; L. K. Frevel (October 1978). "Crystal data for diphenylsilanediol, (C6H3)2Si(OH)2". J. Appl. Crystallogr. 11 (5): 670–671. doi:10.1107/S002188987801420X.
  3. ^ Neal, D. J.; Blaumanis, R. D. (1960). "Crystallographic Data. 187. Diphenylsilanediol". Analytical Chemistry. 32: 139. doi:10.1021/ac60157a047.
  4. ^ 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.