Chemistry:Tributyltin oxide

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Tributyltin oxide
Tributyltin oxide structure.svg
Tributyltin-oxide-3D-vdW.png
Names
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
EC Number
  • 200-268-0
KEGG
RTECS number
  • JN8750000
UNII
UN number 2788 3020 2902
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 pictograms GHS06: ToxicGHS07: HarmfulGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Danger
H301, H312, H315, H319, H331, H372, H373, H410
P260, P261, P264, P270, P271, P273, P280, P301+310, P302+352, P304+340, P305+351+338, P311, P312, P314, P321, P322, P330, P332+313, P337+313, P362, P363, P391, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 [(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.

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

  1. "Tributyltin oxide_msds". https://www.chemsrc.com/en/cas/56-35-9_743423.html. 
  2. "Focus on IMO - Anti-fouling systems". International Maritime Organisation. http://www.imo.org/OurWork/Environment/Anti-foulingSystems/Documents/FOULING2003.pdf. 
  3. Organotin Chemistry, Second Edition. Alwyn G. Davies, 2004, Wiley-VCH Verlag GmbH & Co. KGaA. ISBN:3-527-31023-1
  4. Davies, Alwyn George. (2004) Organotin Chemistry, 2nd Edition Weinheim: Wiley-VCH. ISBN:978-3-527-31023-4

External links