Triphenyltin chloride

Triphenyltin chloride

Names
IUPAC name chlorotriphenylstannane
Identifiers
CAS Number	639-58-7  Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL515580  Y
ChemSpider	12023  Y
ECHA InfoCard	100.010.327
PubChem CID	12540
UNII	I1L80IDY27  Y
CompTox Dashboard (EPA)	DTXSID2040733
InChI InChI=1S/3C6H5.ClH.Sn/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H;/q;;;;+1/p-1 Y Key: NJVOZLGKTAPUTQ-UHFFFAOYSA-M Y InChI=1/3C6H5.ClH.Sn/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H;/q;;;;+1/p-1/rC18H15ClSn/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: NJVOZLGKTAPUTQ-LLLCWGJXAQ
SMILES Cl[Sn](c1ccccc1)(c2ccccc2)c3ccccc3
Properties
Chemical formula	C18H15ClSn
Molar mass	385.4747 g/mol
Appearance	colourless solid
Melting point	108 °C (226 °F; 381 K)
Boiling point	240 °C (464 °F; 513 K)
Solubility in water	organic solvents
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

Triphenyltin chloride is an organotin compound with formula Sn(C₆H₅)₃Cl. It is a colourless solid that dissolves in organic solvents and slowly reacts with water.

Applications

The main use for this compound is as a fungicide and antifoulant. ^[1] Triphenyl tin chloride is used as a chemosterilant. Triphenyl tins used as an antifeedants against potato cutworm.

In chemical analysis, triphenyltin chloride is used to derivatize metal carbonyl anions. ^[2]

Hazards

Triphenyltin chloride is as toxic as hydrogen cyanide. ^[3] It also caused detrimental effects on body weight, testicular size and structure, and decreased fertility in Holtzmann rats. ^[4]

References

1. Davies, A. G. (2004). Organotin Chemistry. Weinheim, Germany: Wiley-VCH. ISBN   3-527-31023-1.
2. Ellis, John E. (2006-04-17). "Adventures with Substances Containing Metals in Negative Oxidation States". Inorganic Chemistry. 45 (8): 3175. doi:10.1021/ic052110i. ISSN   0020-1669.
3. G. G. Graf (2005). "Tin, Tin Alloys, and Tin Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_049. ISBN   3527306730.
4. Golub, M. S. (2006). Metals, Fertility, and Reproductive Toxicity. CRC Press. pp. 28–31. ISBN   0-415-70040-X.