Triphenyltin bromide

Structural formula
General
Surname	Triphenyltin bromide
other names	Bromotriphenylstannane Fentin bromide
Molecular formula	C 18 H 15 BrSn
Brief description	crystalline solid
External identifiers / databases
CAS number 962-89-0 EC number 809-637-6 ECHA InfoCard 100.237.485 Wikidata Q28473972
properties
Molar mass	429.914 g mol −1
Physical state	firmly
Melting point	120.5 ° C
boiling point	249 ° C (13.5 Torr )
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Triphenyltin bromide is a chemical compound from the group of organotin compounds .

Extraction and presentation

Triphenyltin bromide can be made by reacting tetraphenyltin with bromine in pyridine :

${\displaystyle \mathrm {Sn(C_{6}H_{5})_{4}+\ Br_{2}\ {\xrightarrow {Pyridin}}\ BrSn(C_{6}H_{5})_{3}\ +\ C_{5}H_{6}Br} }$

It can also be represented by comproportionation of tetraphenyltin with tin tetrabromide ( Kocheshkov rearrangement ):

${\displaystyle \mathrm {3\ Sn(C_{6}H_{5})_{4}\ +\ SnBr_{4}\ \rightarrow \ 4\ BrSn(C_{6}H_{5})_{3}} }$

properties

The halogen-carbon bond in triphenyltin halides has a clear covalent component, which means that it dissolves better in organic solvents than in water. In the latter, they hydrolyze slowly. Triphenyltin bromide has a monoclinic crystal structure with the space group P 2 ₁ / c (space group no. 14) with the lattice parameters a = 1908.2 pm , b = 976.3 pm, c = 1873.9 pm and β = 106.32 ° . There are two formula units in the asymmetrical unit cell. The Sn-Br distance is 249.5 (2) pm, the Sn-C distance is 211.4 (8) pm, the bond angles are 105.2 (2) ° (Br – Sn – C) and 113 , 4 (3) ° (C-Sn-C).

Toxic properties

The toxic properties of organotin compounds, such as triphenyltin bromide or the analogous triphenyltin chloride , vary with the number and type of organic substituents, but most are now classified as toxic . Organotin compounds act in particular on the kidneys , the central nervous system , liver , adrenal glands , thymus , spleen , urinary bladder , testes and epididymis .

Individual evidence

1. ↑ ^{a b c d e} Erich Krause: Simplified representation of triaryl tin halides . In: Reports of the German Chemical Society . tape 51 , no. 1 , January 1918, p. 912 , doi : 10.1002 / cber.191805101112 .
2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
3. ↑ ^{a b} GJM van der Kerk, JGA Luijten, JG Noltes: New results in organotin research . In: Angewandte Chemie . tape 70 , no. 10 , May 21, 1958, pp. 298-306 , doi : 10.1002 / anie.19580701004 .
4. ↑ Alwyn George Davies: organotin chemistry, Volume 1 . Wiley-VCH Verlag GmbH & Co. KGaA, 2004, ISBN 3-527-31023-1 ( page 167 in the Google book search).
5. ^ H. Preut, F. Huber: Structure of triphenyltin bromide . In: Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry . tape 35 , no. 3 , March 1979, p. 744 , doi : 10.1107 / S0567740879004635 .
6. ↑ methyl tin compounds . In: DFG (Ed.): The MAK Collection for Occupational Health and Safety . 2014, p.  3-9 , doi : 10.1002 / 3527600418.mb744031metd0056 .
7. ^ Phenyltin compounds [MAK Value Documentation in German language, 2010] . In: The MAK Collection for Occupational Health and Safety . January 31, 2012, doi : 10.1002 / 3527600418.mb240668verd0048 .