三氟甲烷磺酸铋(III)

• 产品号: L19687
• CAS号: 88189-03-1
• 分子式: C3BiF9O9S3
• 分子量: 656.1877288
• 纯 度: 99%

产品别名

• 标题: Bismuth(III) trifluoromethanesulfonate
• IUPAC标准名: bismuth(3+) ion tritrifluoromethanesulfonate
• IUPAC传统名: bismuth(3+) ion tritriflate
• 别名: Bismuth triflate; Trifluoromethanesulfonic acid bismuth salt

产品登记号

• CAS号: 88189-03-1
• MDL号: MFCD02093669

产品性质

• 纯度: 99%
• 熔点: >300°C
• GHS危险声明: H314-H318
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• GHS警示性声明: P280-P303+P361+P353-P305+P351+P338-P310
• 危险公开号: 34
• 安全公开号: 26-36/37/39-45
• 保存注意事项: Hygroscopic
• TSCA收录: 否
• 联合国危险货物等级: 8
• 联合国危险货物编号: UN3261
• 联合国危险货物包装类别(PG): III

参考文献

• Catalyzes the Michael-type addition of a variety of primary and secondary aliphatic amines to ɑ,?-unsaturated compounds (acrylates, etc.) to give the saturated amino derivatives: Synlett, 720 (2003).
• The Ritter reaction of various nitriles with tert-alcohols to give tert-alkyl amides has been accomplished in high yield in the presence if a cataytic acmount of Bi(OTf)₃: Tetrahedron Lett., 47, 8699 (2006).
• It is also effective in inducing a direct catalytic three-component Mannich reaction of an aldehyde, an amine and a ketone in aqueous media to give a ?-amino ketone: Tetrahedron Lett., 47, 8457 (2006).
• Mild Lewis acid catalyst for high-yield acylation of alcohols: Angew. Chem. Int. Ed., 39, 2877 (2000), and Friedel-Crafts acylation of aromatics, effective at 5-10 mol%: Tetrahedron Lett., 38, 8871 (1997); Eur. J. Org. Chem., 2743 (1998). For use in the Claisen rearrangement of allyl ethers and the Fries rearrangement of phenyl esters, see: Synth. Commun., 34, 1433 (2004); Synlett, 2794 (2004); Tetrahedron Lett., 47, 4051 (2006). Aromatic sulfonylation can also be effected with sulfonyl chlorides: J. Org. Chem., 64, 6479 (1999). At 0.1-0.5 mol%, catalyzes the acylation of primary and secondary alcohols with anhydrides in high yield under mild conditions: J. Org. Chem., 66, 8926 (2001); see also Synthesis, 2091 (2001). For a review of acylation and sulfonylation reactions, see: Synlett, 181 (2002).
• Promotes the rearrangement of aryl-substituted epoxides to aldehydes and ketones: Tetrahedron Lett., 42, 8129 (2001). Catalyzes the deprotection of acetals and ketals under mild conditions: J. Org. Chem., 67, 127 (2002), and also the rapid cleavage of thioacetals: Tetrahedron Lett., 44, 2857 (2003). Catalyzes the allylation of aldehydes with Allyltri-n-butyltin, L14087, to give homoallylic alcohols: Synlett, 1694 (2002); J. Org. Chem., 70, 2091 (2005), and of acetals with Allyltrimethylsilane, A14662, providing a mild and efficient route to homoallyl ethers: Tetrahedron Lett., 43, 4597 (2002).
• For a reviews on uses of this reagent in synthesis, see: Synlett, 1566 (2003); Eur. J. Org. Chem., 2517 (2004). For a review of applications of Bi(III) compounds in synthesis, see: Tetrahedron, 58, 8373 (2002).