Tetraethyltin

Tetraethyltin
Names
	IUPAC name Tetraethyltin
	Other names Tetraethyl tin; Tetraethylstannane
Identifiers
CAS Number	597-64-8 ;
3D model (JSmol)	Interactive image;
Abbreviations	TET
ChemSpider	11212 ;
ECHA InfoCard	100.009.007
EC Number	209-906-2;
MeSH	Tetraethyltin
PubChem CID	11704;
UNII	31RE6NA75O ;
UN number	3384 2788
CompTox Dashboard (EPA)	DTXSID9022073 ;
	InChI InChI=1S/4C2H5.Sn/c41-2;/h41H2,2H3; Key: RWWNQEOPUOCKGR-UHFFFAOYSA-N ;
	SMILES CC[Sn](CC)(CC)CC;
Properties
Chemical formula	(CH3CH2)4Sn
Molar mass	234.958 g·mol−1
Appearance	Colourless liquid
Density	1.187 g cm−3
Melting point	−112 °C (−170 °F; 161 K)
Boiling point	181 °C (358 °F; 454 K)
Hazards
	GHS labelling:
Pictograms
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)	3 2 3
Flash point	53 °C (127 °F; 326 K)
Related compounds
Related Tetraalkylstannanes	Tetramethyltin; Tetrapropyltin; Tetrabutyltin;
Related compounds	Tetraethylmethane; Tetraethylsilane; Tetraethylgermanium; Tetraethyllead;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.^[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 triethylstannylium ions.^[3]

References

^ ^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)
^ SAFC corp, tetraethyltin catalog page. Accessed on 2011-01-18.
^ 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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[kerk-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)

[safc-2] SAFC corp, tetraethyltin catalog page. Accessed on 2011-01-18.

[cremer-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.

[1]

[2]

[3]

See also

References