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Triphenyltin hydroxide

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Triphenyltin hydroxide
Skeletal formula of triphenyltin hydroxide
Space-filling model of the triphenyltin hydroxide molecule
Names
Preferred IUPAC name Triphenylstannanol
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 4139186
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.901 Edit this at Wikidata
EC Number
  • 200-990-6
Gmelin Reference 7194
KEGG
PubChem CID
RTECS number
  • WH8575000
UNII
UN number 2786 2588
CompTox Dashboard (EPA)
InChI
  • InChI=1S/3C6H5.H2O.Sn/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H2;/q;;;;+1/p-1Key: BFWMWWXRWVJXSE-UHFFFAOYSA-M
  • InChI=1/3C6H5.H2O.Sn/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H2;/q;;;;+1/p-1/rC18H16OSn/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19HKey: BFWMWWXRWVJXSE-OLMCWIPIAE
SMILES
  • O(c1ccccc1)(c2ccccc2)c3ccccc3
Properties
Chemical formula C18H16OSn
Molar mass 367.035 g·mol
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word Danger
Hazard statements H301, H311, H315, H318, H330, H335, H351, H361, H372, H410
Precautionary statements P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P320, P321, P322, P330, P332+P313, P361, P362, P363, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Triphenyltin hydroxide is an organotin compound with formula Sn(C6H5)3OH. Triphenyltin hydroxide is used as a fungicide for potatoes, sugar beets, and pecans. It was first registered for use as a pesticide in the United States in 1971.

Structure

Structure of solid triphenyltin hydroxide.

While triphenyltin hydroxide is often depicted as a monomer, it crystallizes as a polymer with a bridging hydroxide groups. The Sn-O distances are 2.18 and 2.250 Å. Many organotin compounds engage in similar aggregation equilibria.

References

  1. "R.E.D. Facts: Triphenyltin Hydroxide" (PDF). U.S. EPA.
  2. Christopher Glidewell; John N. Low; João A. S. Bomfim; Carlos A. L. Filgueiras; James L. Wardell (2002). "catena-Poly-μ-hydroxo-κO:O] at 120 K". Acta Crystallographica Section C: Crystal Structure Communications. 58 (Pt 4): M199-201. doi:10.1107/S0108270102001798. PMID 11932514.


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