Diphenylsilanediol

Diphenylsilanediol
Names
	Preferred IUPAC name Diphenylsilanediol
	Other names dihydroxydiphenylsilane
Identifiers
CAS Number	947-42-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	13100;
ECHA InfoCard	100.012.207
PubChem CID	13693;
UNII	36X37P8NBB ;
CompTox Dashboard (EPA)	DTXSID3061340 ;
	InChI 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;
	SMILES c1ccc(cc1)[Si](c2ccccc2)(O)O;
Properties
Chemical formula	C12H12O2Si
Molar mass	216.308 g/mol
Appearance	Colorless crystals
Odor	Odorless
Density	1.255 g/cm3
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 [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

References

^ ^a ^b "GESTIS-Stoffdatenbank".
^ 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.
^ Neal, D. J.; Blaumanis, R. D. (1960). "Crystallographic Data. 187. Diphenylsilanediol". Analytical Chemistry. 32: 139. doi:10.1021/ac60157a047.
^ ^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.

[gestis-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.

[pubs-3] Neal, D. J.; Blaumanis, R. D. (1960). "Crystallographic Data. 187. Diphenylsilanediol". Analytical Chemistry. 32: 139. doi:10.1021/ac60157a047.

[Fawcett-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.

[1]

[2]

[3]

[4]