Butyltin trichloride

Structural formula
General
Surname	Butyltin trichloride
other names	Monobutyltin trichloride MBTC
Molecular formula	C 4 H 9 Cl 3 Sn
Brief description	moisture-sensitive, not very volatile, yellow liquid
External identifiers / databases
CAS number 1118-46-3 EC number 214-263-6 ECHA InfoCard 100.012.967 PubChem 14236 Wikidata Q5003184
properties
Molar mass	282.17 g mol −1
Physical state	liquid
density	1.69 g cm −3 (20 ° C)
Melting point	−63 ° C
boiling point	102 ° C (16 hPa)
Vapor pressure	11.1 Pa (20 ° C)
solubility	soluble in water
Refractive index	1.523 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 314-335-410 EUH: 071 P: 260-273-280-303 + 361 + 353-305 + 351 + 338-310-403 + 233-501
Toxicological data	2140 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

Butyltin trichloride is a chemical compound from the group of organotin compounds .

Extraction and presentation

Butyltin trichloride can be obtained by a redistribution reaction of tetrabutyltin and tin (IV) chloride in a 1: 3 ratio, whereby a mixture of chlorobutyltin compounds is formed ( Kocheshkov rearrangement ):

${\displaystyle \mathrm {Sn(C_{4}H_{9})_{4}+\ 3\ SnCl_{4}\ {\xrightarrow {}}\ 4\ Sn(C_{4}H_{9})Cl_{3}} }$

properties

Butyltin trichloride is a moisture-sensitive, slightly volatile, yellow liquid that is soluble in water. In benzene it has a dipole moment of 4.28 Debye .

use

Butyltin trichloride is used to coat glass to improve the abrasion resistance and break resistance of glass bottles. Although the compound alone is less effective as a PVC stabilizer than dialkyltin compounds , when added in amounts of 5-20 percent by weight it increases a synergistic effect on the stabilizer effectiveness of the dialkyltin compounds and is therefore used for this purpose. Monoalkyltin compounds, to which butyltin trichloride belongs, are also used as catalysts for the production of PUR foam plastics and silicones, as esterification catalysts and for the hydrophobization of textiles.

safety instructions

The vapors of butyltin trichloride can form an explosive mixture with air ( ignition temperature 560 ° C).

Butyltin trichloride was included by the EU in 2015 in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of the substance evaluation in the Community's ongoing action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of butyltin trichloride were concerns about consumer use , environmental exposure, exposure of workers , high (aggregated) tonnage and widespread use as well as the dangers arising from a possible assignment to the group of PBT / vPvB substances and the possible dangers from mutagenic and reproductive properties. The re-evaluation has been running since 2018 and is carried out by France .

Individual evidence

1. ↑ ^{a b c d e f g h i j k l} Entry on butyltin trichloride in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ Data sheet Butyltin trichloride, 95% from Sigma-Aldrich , accessed on September 19, 2015 ( PDF ).
3. ↑ ^{a b} Entry on butyltin trichloride in the Hazardous Substances Data Bank , accessed on September 19, 2015.
4. ↑ Jörg Lorberth, Heinrich Nöth: Dipole moments of some organotin chlorides . In: Chemical Reports . tape 98 , no. 3 , March 1965, p. 969 , doi : 10.1002 / cber.19650980342 .
5. ↑ enius.de: butyltin trichloride , accessed on September 19, 2015
6. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): n-butyltin trichloride , accessed on March 26, 2019.