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Tetraethyltin

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Tetraethyltin
Names
IUPAC name Tetraethyltin
Other names Tetraethyl tin
Tetraethylstannane
Identifiers
CAS Number
3D model (JSmol)
Abbreviations TET
ChemSpider
ECHA InfoCard 100.009.007 Edit this at Wikidata
EC Number
  • 209-906-2
MeSH Tetraethyltin
PubChem CID
UNII
UN number 3384 2788
CompTox Dashboard (EPA)
InChI
  • InChI=1S/4C2H5.Sn/c4*1-2;/h4*1H2,2H3;Key: RWWNQEOPUOCKGR-UHFFFAOYSA-N
SMILES
  • CC(CC)(CC)CC
Properties
Chemical formula (CH3CH2)4Sn
Molar mass 234.958 g·mol
Appearance Colourless liquid
Density 1.187 g cm
Melting point −112 °C (−170 °F; 161 K)
Boiling point 181 °C (358 °F; 454 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS06: ToxicGHS09: Environmental hazard
Signal word Danger
Hazard statements H226, H300, H310, H330, H410
Precautionary statements P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P303+P361+P353, P304+P340, P310, P320, P321, P322, P330, P361, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxideSpecial hazards (white): no code
3 2 3
Flash point 53 °C (127 °F; 326 K)
Related compounds
Related Tetraalkylstannanes
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tetraethyltin or tetraethyl tin is a chemical compound with the formula (CH3CH2)4Sn, that is, a tin atom attached to four ethyl groups. It is an important example of an organotin compound, often abbreviated as TET.

Tetraethyltin is a colourless flammable liquid, soluble in diethyl ether and insoluble in water, that freezes at −112 °C and boils at 181 °C. It is used in the electronics industry.

Tetraethyltin can be obtained by reacting ethylmagnesium bromide with tin(IV) chloride:

SnCl4 + 4 CH3CH2MgBr → (CH3CH2)4Sn + 4 MgBrCl

The same reaction can be used to obtain tetra-n-propyltin and tetra-n-butyltin.

Tetraethyltin is converted in the body to the more toxic triethylstannylium ions.

See also

References

  1. ^ G. J. M. Van Der Kerk and J. G. A. Luijten (1956), "Tetraethyltin". Organic Syntheses, volume 36, page 86; Coll. Vol. 4, p.881 (1963)
  2. SAFC corp, tetraethyltin catalog page. Accessed on 2011-01-18.
  3. Jill E. Cremer (1958), "The biochemistry of organotin compounds. The conversion of tetraethyltin into triethyltin in mammals". Biochem J. volume 68, issue 4, pages 685–692. Cremer refers to the ions as the ambiguous "triethyltin", but cites H. B. Stoner, J. M. Barnes, and J. I. Duff (1955), Brit. J. Pharmacol. volume 10, issue 16, which indicates that the compounds in question are triethyltin hydroxide and sulfate.
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