Tetrabutyltin

Tetrabutyltin[1]
IUPAC name tetrabutyltin, tetrabutylstannane
Other names Tetra-n-butyltin Tetra-n-butylstannane
Identifiers
CAS number	1461-25-2 Y
PubChem	15098
ChemSpider	14370 Y
Jmol-3D images	{{#if:CCCC[Sn](CCCC)(CCCC)CCCC|Image 1
SMILES CCCC[Sn](CCCC)(CCCC)CCCC
InChI InChI=1S/4C4H9.Sn/c4*1-3-4-2;/h4*1,3-4H2,2H3; Y Key: AFCAKJKUYFLYFK-UHFFFAOYSA-N Y 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
Properties
Molecular formula	C16H36Sn
Molar mass	347.147 g/mol
Appearance	Colourless liquid
Melting point	-97 °C
Solubility in water	insoluble[2]
Solubility	non-polar solvents[3] such as benzene, ether, or THF
Hazards
Flash point	107 °C; 225 °F; 380 K
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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