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Tetrabutyltin

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Tetrabutyltin[1]
Names
IUPAC name
tetrabutyltin, tetrabutylstannane
Other names
Tetra-n-butyltin
Tetra-n-butylstannane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.014.510 Edit this at Wikidata
UNII
  • InChI=1S/4C4H9.Sn/c4*1-3-4-2;/h4*1,3-4H2,2H3; checkY
    Key: AFCAKJKUYFLYFK-UHFFFAOYSA-N checkY
  • InChI=1/4C4H9.Sn/c4*1-3-4-2;/h4*1,3-4H2,2H3;/rC16H36Sn/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h5-16H2,1-4H3
    Key: AFCAKJKUYFLYFK-HBOYHTFSAP
  • CCCC[Sn](CCCC)(CCCC)CCCC
Properties
C16H36Sn
Molar mass 347.147 g/mol
Appearance Colourless liquid
Melting point −97 °C (−143 °F; 176 K)
insoluble[2]
Solubility non-polar solvents[3] such as benzene, ether, or THF
Hazards
Flash point 107 °C (225 °F; 380 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Tetrabutyltin (also tetra-n-butyltin and tetra-n-butylstannane) is a stable organotin compound and combustible, colourless liquid at room temperature. It is incompatible with strong oxidizing agents. It has the molecular formula C16H36Sn. Sometimes the abbreviation SnBu4 and TTBT are used.

Tetrabutyltin is the starting material of the tributyltin and dibutyltin compounds. It is produced by the reaction of tin(IV) chloride with 1-chlorobutane. This reaction involves either the Grignard reaction, the Wurtz reaction, or butyl aluminium compounds. Pure SnBu4 can be mixed with tin(IV) chloride to form tributyltin chloride and dibutyltin chloride. These tin compounds are starting materials for a wide range of organotin compounds used as stabilizers for PVC, biocides, fungicides, and anti-biofouling agents.[4]

References

  1. ^ Tetrabutyltin MSDS
  2. ^ https://www.gelest.com/themencode-pdf-viewer/?file=https://www.gelest.com/wp-content/uploads/13Tin.pdf
  3. ^ https://www.gelest.com/themencode-pdf-viewer/?file=https://www.gelest.com/wp-content/uploads/13Tin.pdf
  4. ^ Hoch, M. (2001). "Organotin compounds in the environment — an overview". Applied Geochemistry. 16 (s 7–8): 719–743. doi:10.1016/S0883-2927(00)00067-6.