Tributyltin chloride

Tributyltin chloride is an organotin compound with the formula (C4H9)3SnCl. It is a colorless liquid that is soluble in organic solvents. The molecule has tetrahedral geometry.

Tributyltin chloride
Names
Other names
Tributylchlorotin
TBTC
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.014.508
EC Number
  • 215-958-7
KEGG
UNII
Properties
C12H27ClSn
Molar mass 325.51 g·mol−1
Appearance colorless viscous liquid
Density 1.20 g·cm−3 (20 °C
Melting point −9 °C (16 °F; 264 K)
Boiling point 171 °C (340 °F; 444 K)
1.4903
Hazards
Safety data sheet External MSDS
GHS pictograms
GHS Signal word Danger
H301, H312, H315, H317, H319, H360FD, H372, H410
P201, P273, P280, P301+310+330, P302+352+312, P305+351+338
Flash point 108 °C (226 °F; 381 K) (closed cup)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Preparation and reactions

The compound is prepared by a redistribution reaction by combining stannic chloride and tetrabutyltin:

3 (C4H9)4Sn + SnCl4 → 4 (C4H9)3SnCl

Tributyltin chloride hydrolyzes to the oxide [(C4H9)3Sn]2O

Tributyltin chloride is used as a precursor to other organotin compounds[1] and reagents, such as tributyltin hydride.

Literature

  1. A. F. Renaldo, J. W. Labadie, And J. K. Stille (1989). "Palladium-catalyzed Coupling Of Acid Chlorides With Organotin Reagents: Ethyl (E)-4-(4-nitrophenyl)-4-oxo-2-butenoate". Org. Synth. 67: 86. doi:10.15227/orgsyn.067.0086.CS1 maint: uses authors parameter (link)
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