N-(benzenesulfonyl)-S-phenylfluoranesulfonamido

• ChemBase编号: 7941
• 分子式: C12H10FNO4S2
• 平均质量: 315.3405032
• 单一同位素质量: 315.00352803
• SMILES: c1cccc(c1)S(=O)(=O)N(F)S(=O)(=O)c1ccccc1
• Canonical SMILES: FN(S(=O)(=O)c1ccccc1)S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C12H10FNO4S2/c13-14(19(15,16)11-7-3-1-4-8-11)20(17,18)12-9-5-2-6-10-12/h1-10H
• InChIKey: RLKHFSNWQCZBDC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(benzenesulfonyl)-S-phenylfluoranesulfonamido
• IUPAC传统名: N-(benzenesulfonyl)-S-phenylfluoranesulfonamido
• 别名: N-氟二苯磺酰胺; N-氟代双苯磺酰胺; N-氟苯磺酰亚胺; N-氟苯磺酰亚胺; N-氟代双苯磺酰胺; AccuFluor NFSi; N-Fluorobis(phenylsulfonyl)amine; N-Fluorodi(benzenesulfonyl)amine; N-Fluorodibenzenesulfonimide; N-Fluorobenzenesulfonimide; N-Fluoro-N-(phenylsulphonyl)benzenesulphonamide; N-Fluorodibenzenesulphonimide; NFSI; N-Fluorobis(phenylsulphonyl)amine; N-Fluorobenzenesulfonimide; N-Fluorobenzenesulfonimide; N-Fluorobis(phenylsulfonyl)amine; N-Fluoro-N-(phenylsulfonyl)benzenesulfonaMide

登记号

• CAS号: 133745-75-2
• EC号: 000-000-0
• MDL号: MFCD00144885
• Beilstein号: 5348902
• PubChem SID: 24864479; 160971248
• PubChem CID: 588007

理论计算性质

• LogD (pH = 5.5): 2.652075
• LogD (pH = 7.4): 2.652075
• Log P: 2.652075
• 摩尔折射率: 72.2331 cm^3
• 极化性: 29.161053 Å^3
• 极化表面积: 71.52 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true
• 质子受体: 4
• 质子供体: 0

分子性质

理化性质

• 熔点: 110 °C (dec.)(lit.); 110-118(dec.)°C; 114-116 °C; 114-116°C; 114-118°C

安全信息

• 保存注意事项: IRRITANT; Irritant
• 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; 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% (N); 97%; 98%
• 级别: purum
• 线性分子式: (C6H5SO2)2NF
• Empirical Formula (Hill Notation): C12H10FNO4S2

详细说明

Apollo Scientific Ltd - PC3487

Electrophilic fluorinating agent. Ask for tech. literature .60.2mg/g active fluorine. Solubility: THF 0.24g/ml; CH2Cl2 0.4g/ml; CH3CN 0.25g/ml; Toluene 0.09g/ml.

Sigma Aldrich - 392715

Application
用于叔丁氧基羰基内酯和内酰胺化合物的钯催化对映选择性氟化。1还可用于丁基锂作用下的二卤吡啶类化合物的亲电二氟化2，以及用于三苯基膦作用下的醇直接转化成双苯磺酰亚胺类化合物。3
稳定易处理的结晶物质，易于将 F+ 转化成烯醇化物和负碳离子。?
包装
5, 500 g in poly bottle

Sigma Aldrich - 46836

Other Notes
用于亲电氟化的简便试剂1,2,3

参考文献

• Stable, non-hygroscopic, glass-compatible mild electrophilic fluorinating agent, very soluble in acetonitrile, dichloromethane or THF, less soluble in toluene. Fluorinates aromatics, enolates, azaenolates and carbanions in high yield: Synlett, 187, 395 (1991); Tetrahedron Lett., 32, 1631 (1991); for diastereoselective fluorination of Li enolates of chiral carboximides, see: Tetrahedron Lett., 33, 1153 (1992). Asymmteric fluorinations have been effected in the presence of a Pd-BINAP catalyst system at room temperature in an ionic liquid: Org. Lett., 5, 3225 (2003).
• For directed fluorination of ortho-lithiated aromatics, see: Tetrahedron Lett., 35, 3465 (1994); ɑɑ-difluorination of benzylic phosphonate anions: Tetrahedron, 54, 1691 (1998); andof benzylic nitriles, tetrazoles and sulfonates: J. Org. Chem., 63, 8052 (1998).
• For a review of electrophilic N-F fluorinating agents, see: Chem. Rev., 96, 1737 (1996).