N-Fluorobenzenesulfonimide N-氟代双苯磺酰胺（NFSI）
CAS 133745-75-2 MFCD00144885
化学结构图
SMILES: O=S(=O)(c1ccccc1)N(F)S(=O)(=O)c1ccccc1
化学属性
| Mol. Formula | C12H10FNO4S2 |
|---|---|
| Mol. Weight | 315.34 |
| Melting Point | 110°C |
| TSCA | No |
| Density | 1.422 |
别名和识别编码
| Chemical Name | N-Fluorobenzenesulfonimide |
|---|---|
| CAS Number | 133745-75-2 |
| Alfabeta Name | FLUOROBENZENESULFONIMIDE N- |
| MDL Number | MFCD00144885 |
| Synonym | Accufluor NFSi {LY} Accufluor NFSi {} {LY} Accufluor NFSi {} {} {LY} Accufluor NFSi {} {} {} {LY} Accufluor NFSi {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Accufluor NFSi {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Acc |
| PubChem Substance ID | 588007 |
| Beilstein Registry Number | 5348902 |
| EC Number | 000-000-0 |
| Reaxys-RN | 5348902 |
| Chemical Name Translation | N-氟代双苯磺酰胺（NFSI） |
| LabNetwork Molecule ID | LN00117283 |
| 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 |
| Canonical SMILES | FN(S(=O)(C1=CC=CC=C1)=O)S(=O)(C2=CC=CC=C2)=O |
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分类
- {SNA} Chemical Synthesis, Fluorination, Fluorination Reagents, Synthetic Reagents
产品应用
- 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。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，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。
- 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。
相关文献及参考
- For a review of electrophilic N-F fluorinating agents, see: Chem. Rev., 96, 1737 (1996).
- 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).
安全信息
GHS Symbol
- P201 Obtain special instructions before use. 使用前获取专门指示。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P302+P352+P332+P313+P362+P364
- P305+P351+P338
- P305+P351+P338+P337+P313
- P332+P313
- P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- H315 Causes skin irritation 会刺激皮肤
- H319 Causes serious eye irritation 严重刺激眼睛
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
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