Tetrabutyl tin

Structural formula
General
Surname	Tetrabutyl tin
other names	Tetrabutylstannane; Tin tetrabutyl; Tetra- n -butylzinn;
Molecular formula	C 16 H 36 Sn
Brief description	colorless liquid with a characteristic odor
External identifiers / databases
EC number	215-960-8
ECHA InfoCard	100.014.510
PubChem	15098
Wikidata	Q425214
properties
Molar mass	347.17 g mol −1
Physical state	liquid
density	1.05 g cm −3
Melting point	−97 ° C
boiling point	140 ° C (10 mbar)
Vapor pressure	0.0014 mbar mbar (25 ° C)
solubility	practically insoluble in water (0.008 g l −1 at 20 ° C)
Refractive index	1.4742 (at 20 ° C and 589 nm)
safety instructions
H and P phrases	H: 301-312-315-319-372-410
	P: 273-280-301 + 310-305 + 351 + 338-314-501
Toxicological data	1270 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

Tetrabutyltin is a chemical compound from the group of organotin compounds .

Extraction and presentation

Tetrabutyltin can be obtained by reacting tin tetrachloride with n -butylmagnesium chloride , butyllithium or directly via a Wurtz synthesis by reacting with elemental sodium and 1-chlorobutane .

{\ displaystyle \ mathrm {SnCl_ {4} + \ 4 \ BuMgCl \ longrightarrow \ SnBu_ {4} + \ 4 \ MgCl_ {2} \ \ \ Bu = n-butyl}}

{\ displaystyle \ mathrm {SnCl_ {4} + \ 4 \ BuLi \ longrightarrow \ SnBu_ {4} + \ 4 \ LiCl}}

{\ displaystyle \ mathrm {SnCl_ {4} + \ 4 \ BuCl + 8Na \ longrightarrow \ SnBu_ {4} + \ 8 \ NaCl}}

properties

Tetrabutyltin is a colorless liquid with a characteristic odor that is practically insoluble in water. It has a dynamic viscosity of 4 mPas at 20 ° C.

use

Tetrabutyltin is the starting material for tributyltin and dibutyltin compounds, which are the starting materials for a wide range of organotin compounds that are used as stabilizers for PVC , biocides , fungicides and antifouling agents.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on tetrabutyltin in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ Data sheet tetra-n-butyltin (PDF) from Merck , accessed on January 11, 2012.
^ Entry on tetra-n-butyltine in the Hazardous Substances Data Bank , accessed July 27, 2012.
^ Bernard Jousseaume: Organometallic Synthesis and Chemistry of Tin and Lead Compounds . In: Mikrochimica acta . tape 109 , no. 1-4 , 1992, pp. 5–12 , doi : 10.1007 / BF01243203 (English).
↑ High, M .: organotin compounds in the environment - an overview . In: Applied Geochemistry . 16, No. 7-8, 2001, pp. 719-743. doi : 10.1016 / S0883-2927 (00) 00067-6 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on tetrabutyltin in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[Merck-2] Data sheet tetra-n-butyltin (PDF) from Merck , accessed on January 11, 2012.

[3] Entry on tetra-n-butyltine in the Hazardous Substances Data Bank , accessed July 27, 2012.

[MikrochimActa-4] Bernard Jousseaume: Organometallic Synthesis and Chemistry of Tin and Lead Compounds . In: Mikrochimica acta . tape 109 , no. 1-4 , 1992, pp. 5–12 , doi : 10.1007 / BF01243203 (English).

[5] High, M .: organotin compounds in the environment - an overview . In: Applied Geochemistry . 16, No. 7-8, 2001, pp. 719-743. doi : 10.1016 / S0883-2927 (00) 00067-6 .