Tributyltin chloride
Names
Preferred IUPAC name
Chlorotri(butyl)stannane
Other names
Tributylchlorotin
TBTC
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.014.508
EC Number
  • 215-958-7
KEGG
UNII
  • InChI=1S/3C4H9.ClH.Sn/c3*1-3-4-2;;/h3*1,3-4H2,2H3;1H;/q;;;;+1/p-1
    Key: GCTFWCDSFPMHHS-UHFFFAOYSA-M
  • CCCC[Sn](CCCC)(CCCC)Cl
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
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H312, H315, H317, H319, H360FD, H372, H410
P201, P273, P280, P301+P310+P330, P302+P352+P312, P305+P351+P338
Flash point 108 °C (226 °F; 381 K) (closed cup)
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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

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; 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.
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