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Diphenylsilanediol

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Diphenylsilanediol
Names
Preferred IUPAC name Diphenylsilanediol
Other names dihydroxydiphenylsilane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.207 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H12O2Si/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14HKey: OLLFKUHHDPMQFR-UHFFFAOYSA-N
SMILES
  • c1ccc(cc1)(c2ccccc2)(O)O
Properties
Chemical formula C12H12O2Si
Molar mass 216.308 g/mol
Appearance Colorless crystals
Odor Odorless
Density 1.255 g/cm
Melting point 144 to 148 °C (291 to 298 °F; 417 to 421 K)
Structure
Crystal structure Monoclinic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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

References

  1. ^ "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. ^ 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.
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