Diphenylsilanediol (original) (raw)

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Diphenylsilanediol
Names
Preferred IUPAC name Diphenylsilanediol
Other namesdihydroxydiphenylsilane
Identifiers
CAS Number 947-42-2 checkY
3D model (JSmol) Interactive image
ChemSpider 13100
ECHA InfoCard 100.012.207 Edit this at Wikidata
PubChem CID 13693
UNII 36X37P8NBB checkY
CompTox Dashboard (EPA) DTXSID3061340 Edit this at Wikidata
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)[Si](c2ccccc2)(O)O
Properties
Chemical formula 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]
Crystal structure Monoclinic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is checkY☒N ?) Infobox references

Chemical compound

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.

  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.