三氟甲烷磺酸酐

• 产品号: A11767
• CAS号: 358-23-6
• 分子式: C2F6O5S2
• 分子量: 282.1388192
• 纯 度: 98%

产品别名

• 标题: Trifluoromethanesulfonic anhydride
• IUPAC标准名: trifluoromethanesulfonyl trifluoromethanesulfonate
• IUPAC传统名: triflic anhydride
• 别名: Triflic anhydride

产品登记号

• EC号: 206-616-8
• CAS号: 358-23-6
• Beilstein号: 1813600
• MDL号: MFCD00000408

产品性质

• 纯度: 98%
• 沸点: 81-83°C
• 密度: 1.720
• 熔点: -80°C
• 折射率: 1.3210
• 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: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• 危险公开号: 14-34
• RTECS编号: PB2772000
• 安全公开号: 8-26-30-36/37/39-45-60
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 8
• 联合国危险货物编号: UN3265
• 联合国危险货物包装类别(PG): II

参考文献

• For examples of preparation of alkyl and aryl triflates, and use of the latter in the Stille coupling reaction, see: Org. Synth. Coll., 6, 324 (1988); 9, 553 (1998). Alkyl triflates undergo solvolysis reactions between five and seven powers of ten times more rapidly than the corresponding halides or tosylates: J. Am. Chem. Soc., 97, 6478 (1975); Angew. Chem. Int. Ed., 9, 521 (1970). For a review of the chemistry of triflate esters, see: Synthesis, 85 (1982).
• Enolizable carbonyl compounds in the presence of base can be converted to vinyl (enol) triflates: Synthesis, 85 (1982); Org. Synth. Coll., 6, 757 (1988). For conditions employing preferred base, 2,6-Di-tert-butyl-4-methylpyridine, L14143, see: Org. Synth. Coll., 8, 97, 126 (1993). Enol triflates behave as a source of vinyl cations. For reviews, see: Angew. Chem. Int. Ed., 17, 333 (1978); Acc. Chem. Res., 11, 107 (1978); 15, 348 (1982); 21, 147 (1988).
• For formation of keteniminium triflates, see N,N-Dimethylacetamide, A10924.
• The Ritter reaction is normally most successful with tertiary alcohols. In contrast, a useful variation allows conversion of primary or secondary alcohols to amides in good yield: Tetrahedron Lett., 30, 581 (1989):
  
• For use in the Vilsmeier formylation of less active substrates, see N,N-Dimethylformamide, A13547.
• Triflic anhydride has also been found to promote the nitration of arenes, even deactivated ones, under mild conditions: Synthesis, 1087 (1992).
• For a review of chemical transformations induced by the reagent, see: Tetrahedron, 56, 3077 (2000). For a brief feature on uses in synthesis, see: Synlett, 390 (2004).