Vinyl tributyltin
Chemical compound
From Wikipedia, the free encyclopedia
Vinyl tributyltin is an organotin compound with the formula Bu3SnCH=CH2 (Bu = butyl). It is used as a source of vinyl anion equivalent in Stille coupling reactions.[1][2] As a source of vinyltin reagents, early work used vinyl trimethyltin,[3] but trimethyltin compounds are avoided nowadays owing to their toxicity.[citation needed]
| |
| Names | |
|---|---|
| Preferred IUPAC name
Tributyl(ethenyl)stannane | |
| Other names
Tributylvinyltin, Tributylvinylstannane | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.028.447 |
| EC Number |
|
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C14H30Sn | |
| Molar mass | 317.104 g·mol−1 |
| Appearance | colorless oil |
| Density | 1.081 g/cm3 |
| Boiling point | 104–106 °C (219–223 °F; 377–379 K) 3.5 mmHg |
| Hazards | |
| GHS labelling: | |
     | |
| Danger | |
| H226, H301, H312, H315, H319, H372, H410 | |
| P210, P233, P240, P241, P242, P243, P260, P264, P270, P273, P280, P301+P310, P302+P352, P303+P361+P353, P305+P351+P338, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P391, P403+P235, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Preparation
The compound is prepared by the reaction of vinylmagnesium bromide with tributyltin chloride.[4] It can be synthesized in the laboratory by hydrostannylation of acetylene with tributyltin hydride. It is commercially available.