Tetraethyl tin

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Structural formula
Structural formula of tetraethyltin
General
Surname Tetraethyl tin
other names
  • Tetraethylstannane
  • Tin tetraethyl
  • TET
Molecular formula C 8 H 20 Sn
Brief description

colorless liquid

External identifiers / databases
CAS number 597-64-8
EC number 209-906-2
ECHA InfoCard 100.009.007
PubChem 11704
Wikidata Q186600
properties
Molar mass 234.96 g mol −1
Physical state

liquid

density

1.187 g cm −3

Melting point

−112 ° C

boiling point

181 ° C

Vapor pressure

1.6 mbar (20 ° C)

solubility

practically insoluble in water

Refractive index

1.473 (20 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 06 - Toxic or very toxic 09 - Dangerous for the environment

danger

H and P phrases H: 226-300 + 310 + 330-410
P: 260-264-273-280-284-301 + 310
Toxicological data

6.25 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Tetraethyltin is a chemical compound from the group of organotin compounds and has the constitutional formula Sn (C 2 H 5 ) 4 .

Extraction and presentation

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

properties

Tetraethyl tin is a flammable colorless liquid that is practically insoluble in water.

Reactivity

The reaction of tetraethylstannane with iodine produces triethyliodostannane :

Synthesis of triethyliodostannane

use

Tetraethyltin is used as a reaction gas in the CVD process to produce functional layers and conductive transparent layers. It has also been used as a pesticide , fungicide, and bactericide .

It was briefly studied in the 1920s for use as an anti-knock agent for petrol , but was quickly replaced by the more effective tetraethyl lead .

safety instructions

The vapors of tetraethyl tin can form an explosive mixture with air ( flash point 53 ° C). In the body it is converted to the more toxic triethyltin . This compound became known as a neurotoxic substance in 1953/54, when 110 deaths occurred in France from the bactericidal preparation Stalinon , which contained 10% triethyltin. Triethyltin inhibits oxidative phosphorylation , glucose oxidation and the incorporation of phosphates into phospholipids and is immunotoxic.

Individual evidence

  1. ↑ a b c d e f g h i j k Entry on tetraethyltin in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. ↑ Datasheet Tetraethyltin, 97% from Sigma-Aldrich , accessed on January 12, 2012 ( PDF ).
  3. ↑ GJM Van Der Kerk and JGA Luijten: Tetraethyltin In: Organic Syntheses . 36, 1956, p. 86, doi : 10.15227 / orgsyn.036.0086 ; Coll. Vol. 4, 1963, p. 881 ( PDF ).
  4. ^ Siegfried Hauptmann : Organic Chemistry , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindustrie, Leipzig, 1985, p. 552, ISBN 3-342-00280-8 .
  5. ↑ Werner Baumann, Bettina Herberg-Liedtke: Chemicals in metal processing . Springer, 1995, ISBN 978-3-540-60094-7 , pp. 1467 ( limited preview in Google Book Search).
  6. ^ Vaclav Smil Distinguished Professor University of Manitoba: Transforming the Twentieth Century: Technical Innovations and Their Consequences . Oxford University Press, 2006, ISBN 0-19-803775-9 , pp. 171 ( limited preview in Google Book search).
  7. ↑ Jill E. Cremer (1958), "The biochemistry of organotin compounds. The conversion of tetraethyltine into triethyltine in mammals". In: Biochem J. volume 68, issue 4, pp. 685-692, PMC 1200418 (free full text).
  8. ↑ Wolfgang Remmele, Günter Klöppel, Hans Kreipe and Werner Paulus: Pathology: Neuropathology . Springer, 2011, ISBN 978-3-642-02323-1 , pp. 373 ( limited preview in Google Book search).
  9. ↑ Burkhard Madea: Praxis forensic medicine: assessment, reconstruction, assessment . 2006, ISBN 978-3-540-33719-5 , pp. 402 ( limited preview in Google Book search).

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