1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide

• ChemBase编号: 12118
• 分子式: C8H5F6NO4S2
• 平均质量: 357.2500192
• 单一同位素质量: 356.95641897
• SMILES: S(=O)(=O)(N(S(=O)(=O)C(F)(F)F)c1ccccc1)C(F)(F)F
• Canonical SMILES: FC(S(=O)(=O)N(S(=O)(=O)C(F)(F)F)c1ccccc1)(F)F
• InChI: InChI=1S/C8H5F6NO4S2/c9-7(10,11)20(16,17)15(6-4-2-1-3-5-6)21(18,19)8(12,13)14/h1-5H
• InChIKey: DIOHEXPTUTVCNX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide
• IUPAC传统名: 1,1,1-trifluoro-N-phenyl-N-trifluoromethanesulfonylmethanesulfonamide
• 别名: 1,1,1-三氟-N-苯基-N-[(三氟甲基)磺酰基]甲磺酰胺; N,N-双(三氟甲磺酰基)苯胺; N-苯基-三氟甲磺酰亚胺; N-苯基双(三氟甲磺酰)亚胺; N-苯基双(三氟甲烷磺酸亚胺); N-苯基双(三氟甲磺酰亚胺); N-Phenyltrifluoromethanesulfonimide; N-Phenylbis(trifluoromethanesulphonimide), Phenyl triflimide; N,N-Bis(trifluoromethylsulphonyl)aniline 98%; NSC 240874; 1,1,1-Trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide; N,N-Bis(trifluoromethylsulfonyl)aniline; N-Phenyl-trifluoromethanesulfonimide; Phenyl triflimide; N-Phenyl-bis(trifluoromethanesulfonimide); N,N-Bis(trifluoromethanesulfonyl)aniline; N-Phenylbis(trifluoromethanesulfonimide); 1,1,1-trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide; 1,1,1-Trifluoro-N-phenyl-N-(trifluoromethylsulfonyl)methanesulfonamide

登记号

• CAS号: 37595-74-7
• MDL号: MFCD00000404
• Beilstein号: 1269141
• PubChem SID: 24887270; 160975425; 24857826
• PubChem CID: 142176

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 4.0468535
• LogD (pH = 7.4): 4.0468535
• Log P: 4.0468535
• 摩尔折射率: 56.8089 cm^3
• 极化性: 23.162031 Å^3
• 极化表面积: 71.52 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 100-102 °C; 100-102 °C(lit.); 100-102°C; 101-102°C; 102 - 104°C
• 疏水性(logP): 4.825

安全信息

• 保存注意事项: IRRITANT; Irritant; Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (HPLC); 95%; 97%; 98%; 99%
• 线性分子式: C6H5N(SO2CF3)2

详细说明

Sigma Aldrich - 295973

Application
温和的三氟甲磺酸化试剂。6,7,8
近来用于与 KHMDS (324671) 共同作用将酮转化为三氟甲磺酸烯醇酯，然后与 Pd(PPh3)4 (216666) 和 Bu3SnH (234788) 共同作用进一步转化为烯烃。
Acts as a transparent strong electron-withdrawing p-type dopant in carbon nanotubes1Reactant for: Synthesis of amphoteric alpha-boryl aldehydes2 Enantioselective synthesis of core ring skeleton of leucosceptroids A-D3 Stereoselective synthesis of monoamine reuptake inhibitor NS9544 acetate4 Stereoselective sulfoxidation5
包装
5, 25 g in glass bottle

Sigma Aldrich - 78175

Other Notes
稳定、易于处理的晶体状三氟甲磺酸化试剂，可用于酚和胺（尤其是脂族仲胺，但不与芳族仲胺反应）的三氟甲磺酸化6；用于制备三氟甲砜7；用于由酮制备烯醇三氟甲磺酸酯8
包装
5, 25, 50 g in glass bottle
Application
Acts as a transparent strong electron-withdrawing p-type dopant in carbon nanotubes1Reactant for: Synthesis of amphoteric alpha-boryl aldehydes2 Enantioselective synthesis of core ring skeleton of leucosceptroids A-D3 Stereoselective synthesis of monoamine reuptake inhibitor NS9544 acetate4 Stereoselective sulfoxidation5

参考文献

• Convenient reagent for preparation of triflates of phenols and amines: Tetrahedron Lett., 4607 (1973); Org. Lett., 4, 1231 (2002); or of enol triflates from carbonyl compounds: Tetrahedron Lett., 24, 979 (1983); J. Org. Chem., 51, 277 (1986). For discussion of the reactivity of triflates, see Trifluoromethanesulfonic anhydride, A11767.