Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Its chemical formula is [(C4H9)3Sn]2O. It is a colorless viscous liquid. It is poorly soluble in water (20 ppm) but highly soluble in organic solvents. It is a potent skin irritant.
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Names | |
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Preferred IUPAC name Hexabutyldistannoxane | |
Other names Bis(tributyltin) oxide, tri-n-butyltin oxide, bis(tri-n-butyltin)oxide, AW 75-D, Bio-Met TBTO, Biomet, Biomet 75, BTO, Butinox, C-SN-9 | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.244 |
EC Number |
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KEGG | |
PubChem CID | |
RTECS number |
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UNII | |
UN number | 2788 3020 2902 |
CompTox Dashboard (EPA) | |
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Properties | |
C24H54OSn2 | |
Molar mass | 596.112 |
Appearance | colorless oil |
Density | 1.17 g/mL at 25 °C (lit.) |
Melting point | −45 °C (−49 °F; 228 K) |
Boiling point | 180 °C (356 °F; 453 K) at 2 mm Hg |
20 mg/L | |
Solubility | Hydrocarbons, alcohols, ethers, THF |
log P | 5.02[1] |
Hazards | |
GHS labelling: | |
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Danger | |
H301, H312, H315, H319, H331, H372, H373, H410 | |
P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Historically, tributyltin oxide's biggest application was as a marine anti-biofouling agent. Concerns over toxicity of these compounds have led to a worldwide ban by the International Maritime Organization.[2] It is now considered a severe marine pollutant and a Substance of Very High Concern by the EU.[3] Today, it is mainly used in wood preservation.[4]
References
External links
- National Pollutant Inventory Fact Sheet for organotins
- Tributyltin oxide in the Pesticide Properties DataBase (PPDB)
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