Tributyltin oxide

Tributyltin oxide
Names


Other names , bis(tri-n-butyltin)oxide, AW 75-D, Bio-Met TBTO, Biomet, Biomet 75, BTO, Butinox, C-SN-9, hexabutyldistannoxane
Identifiers
CAS Number	56-35-9^Y
3D model (JSmol)	Interactive image
ChemSpider	10218152^Y
ECHA InfoCard	100.000.244
KEGG	C18149^N
PubChem CID	16682746
InChI InChI=1S/6C4H9.O.2Sn/c61-3-4-2;;;/h61,3-4H2,2H3;;;^Y Key: APQHKWPGGHMYKJ-UHFFFAOYSA-N^Y InChI=1/6C4H9.O.2Sn/c61-3-4-2;;;/h61,3-4H2,2H3;;;/rC24H54OSn2/c1-7-13-19-26(20-14-8-2,21-15-9-3)25-27(22-16-10-4,23-17-11-5)24-18-12-6/h7-24H2,1-6H3 Key: APQHKWPGGHMYKJ-XAMPVVILAF
SMILES CCCC[Sn](CCCC)(CCCC)O[Sn](CCCC)(CCCC)CCCC
Properties
Chemical formula	C₂₄H₅₄OSn₂
Molar mass	596.112
Melting point	−45 °C (−49 °F; 228 K)
Boiling point	180 °C (356 °F; 453 K) at 2 mm Hg
Solubility in water	0.002 g/100 mL
Hazards
R-phrases (outdated)	R21 R25 R36/38 R48/23/25 R50/53
S-phrases (outdated)	S36/37/39 S45 S60 S61
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Tributyltin oxide (TBTO) is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Its chemical formula is ${\ce {[(C4H9)3Sn]2O}}$ . It has the form of a colorless to pale yellow liquid that is only slightly soluble in water (20 ppm) but highly soluble in organic solvents. It is a potent skin irritant.

Tributyltin compounds had been used as marine anti-biofouling agents. Concerns over toxicity of these compounds have led to a worldwide ban by the International Maritime Organization.^[1] It is now considered a severe marine pollutant and a Substance of Very High Concern by the EU.^[2]

References

↑ "Focus on IMO - Anti-fouling systems" (PDF). International Maritime Organisation.
↑ Organotin Chemistry, Second Edition. Alwyn G. Davies, 2004, Wiley-VCH Verlag GmbH & Co. KGaA. ISBN 3-527-31023-1

External links

National Pollutant Inventory Fact Sheet for organotins
Tributyltin oxide use
Tributyltin oxide in the Pesticide Properties DataBase (PPDB)

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