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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
3D model (JSmol)
4139186
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.901 Edit this at Wikidata
EC Number
  • 200-990-6
7194
KEGG
RTECS number
  • WH8575000
UNII
UN number 2786 2588
  • InChI=1S/3C6H5.H2O.Sn/c3*1-2-4-6-5-3-1;;/h3*1-5H;1H2;/q;;;;+1/p-1 checkY
    Key: BFWMWWXRWVJXSE-UHFFFAOYSA-M checkY
  • 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/h1-15,19H
    Key: BFWMWWXRWVJXSE-OLMCWIPIAE
  • O[Sn](c1ccccc1)(c2ccccc2)c3ccccc3
Properties
C18H16OSn
Molar mass 367.035 g·mol−1
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H311, H315, H318, H330, H335, H351, H361, H372, H410
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 [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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.[1]

Structure

[edit]
Structure of solid triphenyltin hydroxide.

While triphenyltin hydroxide is often depicted as a monomer, it crystallizes as a polymer with a bridging hydroxide groups.[2] The Sn-O distances are 2.18 and 2.250 Å. Many organotin compounds engage in similar aggregation equilibria.

References

[edit]
  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[[triphenyltin(IV)]-μ-hydroxo-κ2O:O] at 120 K". Acta Crystallographica Section C: Crystal Structure Communications. 58 (Pt 4): M199-201. doi:10.1107/S0108270102001798. PMID 11932514.