Tetrabutyltin

Tetrabutyltin
Names
Preferred IUPAC name
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
Sn(CH2CH2CH2CH3)4
Molar mass 347.174 g·mol−1
Appearance Colourless liquid
Density 1.054 g/cm3
Melting point −97 °C (−143 °F; 176 K)
Boiling point 245 °C (473 °F; 518 K)
insoluble
Solubility non-polar solvents such as benzene, ether, or THF[1]
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H312, H315, H319, H410
P273, P280, P301+P310+P330, P302+P352+P312, P305+P351+P338, P314[2]
Flash point 107 °C (225 °F; 380 K)
Safety data sheet (SDS) Tetrabutyltin
Related compounds
Related tetraalkylstannanes
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 is the organotin compound with the molecular formula Sn(CH2CH2CH2CH3)4 or SnBu4, where Bu is butyl −CH2CH2CH2CH3. Sometimes abbreviated TTBT, it is a colorless, lipophilic oil.[3]

Tetrabutyltin is a precursor to tributyltin and dibutyltin compounds. By the redistribution reaction with tin(IV) chloride it forms tributyltin chloride and dibutyltin chloride. These compounds are starting materials for a wide range of organotin compounds used as stabilizers for PVC and as biocides, fungicides, wood preservatives, and (historically) marine anti-biofouling agents.[4]

References

  1. ^ "13Tin - Gelest, Inc" (PDF).
  2. ^ Sigma-Aldrich Co., Tetrabutyltin. Retrieved on 2020-06-28.
  3. ^ Graf, Günter G. (2000). "Tin, Tin Alloys, and Tin Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_049. ISBN 978-3527306732.
  4. ^ Hoch, M. (2001). "Organotin compounds in the environment — an overview". Applied Geochemistry. 16 (s 7–8): 719–743. Bibcode:2001ApGC...16..719H. doi:10.1016/S0883-2927(00)00067-6.