三氟甲烷磺酸叔丁基二甲基硅烷基酯

• 产品号: A12174
• CAS号: 69739-34-0
• 分子式: C7H15F3O3SSi
• 分子量: 264.3379096
• 纯 度: 98%

产品别名

• 标题: tert-Butyldimethylsilyl trifluoromethanesulfonate
• IUPAC标准名: tert-butyldimethylsilyl trifluoromethanesulfonate
• IUPAC传统名: tert-butyldimethylsilyl trifluoromethanesulfonate
• 别名: tert-Butyldimethylsilyl Triflate; TBDMS-OTf

产品登记号

• Beilstein号: 2370068
• CAS号: 69739-34-0
• MDL号: MFCD00000405
• EC号: 274-102-0

产品性质

• 纯度: 98%
• 沸点: 65-67°C/12mm
• 密度: 1.151
• 闪点: 36°C(96°F)
• 折射率: 1.3860
• GHS危险声明: H314-H318-H226
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• 危险公开号: 10-34
• 安全公开号: 26-36/37/39-45
• 保存注意事项: Moisture Sensitive
• TSCA收录: 否
• 联合国危险货物等级: 8
• 联合国危险货物编号: UN2920
• 联合国危险货物包装类别(PG): II

参考文献

• Powerful silylating agent (see Appendix 4) and Lewis acid; compare tert-Butyldimethylchlorosilane, A13064 and 3429. Silylation of hindered alcohols can be effected with TBDMS-OTf and 2,6-lutidine, where other reagents are unsuccessful: Tetrahedron Lett., 22, 3455 (1981).
• Has been used in a sequence for the conversion of N-Boc to N-Cbz: Tetrahedron Lett., 26, 5543 (1985). For an alternative method for this transformation, see Benzyl 2,2,2-trichloroacetimidate, A12387.
• Treatment of ɑ?-unsaturated esters containing a suitably-placed ketone function with the reagent and triethylamine results in tandem intramolecular Michael-aldol reactions to give cyclobutanone derivatives: J. Am. Chem. Soc., 115, 8107 (1993).
• For general reactions of trialkylsilyl perfluoroalkanesulfonates, see Trimethylsilyl trifluoromethanesulfonate, A12535; reviews: Synthesis, 1 (1982); Adv. Silicon Chem., 1, 189 (1991).