乙烯基三丁基锡
| 乙烯基三丁基锡 | |
|---|---|
| |
| IUPAC名 Tributyl(ethenyl)stannane | |
| 别名 | Tributylvinyltin, Tributylvinylstannane |
| 识别 | |
| CAS号 | 7486-35-3 |
| PubChem | 81998 |
| ChemSpider | 74003 |
| SMILES |
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| 性质 | |
| 化学式 | C14H30Sn |
| 摩尔质量 | 317.1 g·mol−1 |
| 外观 | 白色固体 |
| 密度 | 1.081 g/cm3 |
| 熔点 | 253-254 °C |
| 沸点 | 95 °C(1.5 Torr） |
| 危险性 | |
GHS危险性符号    
| |
| GHS提示词 | 危险 |
| H-术语 | H226, H301, H312, H315, H319, H372, H400, H410 |
| P-术语 | P210, P233, P240, P241, P242, P243, P260, P264, P270, P273, P280, P301+310, P302+352, P303+361+353 |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
乙烯基三丁基锡是一种有机锡化合物，化学式为Bu3SnCH=CH2，其中Bu为正丁基。它是对空气稳定的白色固体，可用作施蒂勒反应中的乙烯阴离子等价试剂。[1][2]它是一种乙烯基锡试剂，但早期使用的是乙烯基三甲基锡，[3]后来因考虑到三甲基锡的毒性而将其取代。
制备
[编辑]它可由乙烯基溴化镁和三丁基氯化锡反应制得，[4]或通过三丁基氢化锡和乙炔的氢锡化反应得到。
参考文献
[编辑]- ^ Farina, Vittorio; Krishnan, Bala. Large Rate Accelerations in the Stille Reaction with Tri-2-furylphosphine and Triphenylarsine as Palladium Ligands: Mechanistic and synthetic implications. Journal of the American Chemical Society. 1991, 113: 9585–9595. doi:10.1021/ja00025a025.
- ^ Littke, Adam F.; Schwarz, Lothar; Fu, Gregory C. Pd/P(t-Bu)3: A Mild and General Catalyst for Stille Reactions of Aryl Chlorides and Aryl Bromides. Journal of the American Chemical Society. 2002, 124: 6343–6348. PMID 12033863. doi:10.1021/ja020012f.
- ^ Scott, William J.; Crisp, G. T.; Stille, J. K. Palladium-Catalyzed Coupling of Vinyl Triflates With Organostannanes: 4-tert-Butyl-1-vinylcyclohexene and 1-(4-tert-Butylcyclohexen-1-yl)-2-propen-1-one. Organic Syntheses. 1990, 68: 116. doi:10.15227/orgsyn.068.0116.
- ^ Dietmar Seyferth. Di-n-butyldivinyltin. Org. Synth. 1959, 39: 10. doi:10.15227/orgsyn.039.0010.
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