Tetraethyltin

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
Names
IUPAC name
Tetraethyltin
Other names
Tetraethyl tin
Tetraethylstannane
Identifiers
3D model (JSmol)
AbbreviationsTET
ChemSpider
ECHA InfoCard100.009.007 Edit this at Wikidata
EC Number
  • 209-906-2
MeSHTetraethyltin
UNII
UN number3384 2788
  • InChI=1S/4C2H5.Sn/c4*1-2;/h4*1H2,2H3; checkY
    Key: RWWNQEOPUOCKGR-UHFFFAOYSA-N checkY
  • CC[Sn](CC)(CC)CC
Properties
(CH3CH2)4Sn
Molar mass234.958 g·mol−1
AppearanceColourless liquid
Density1.187 g cm−3
Melting point−112 °C (−170 °F; 161 K)
Boiling point181 °C (358 °F; 454 K)
Hazards
GHS labelling:
GHS02: FlammableGHS06: ToxicGHS09: Environmental hazard
Danger
H226, H300, H310, H330, H410
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)
Flash point53 °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 [77 °F], 100 kPa).
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Tetraethyltin is a colourless flammable liquid, soluble in diethyl ether and insoluble in water, that freezes at −112 °C and boils at 181 °C.[1][2] It is used in the electronics industry.

Tetraethyltin can be obtained by reacting ethylmagnesium bromide with tin(IV) chloride:[1]

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

The same reaction can be used to obtain tetra-n-propyltin and tetra-n-butyltin.[1]

Tetraethyltin is converted in the body to the more toxic triethyltin.[3][clarification needed]

See also edit

References edit

  1. ^ a b c 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. ^ Schmid, D. O.; Cwik, S. (1975). "R receptors on lymphocytes of sheep". Animal Blood Groups and Biochemical Genetics. 6 (1): 61–62. doi:10.1111/j.1365-2052.1975.tb01351.x. PMID 1200418.