Trifluoromethanesulfonic anhydride 三氟甲磺酸酐

CAS 358-23-6 MFCD00000408

化学结构图

358-23-6
SMILES: O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F

化学属性

Mol. FormulaC2F6O5S2
Mol. Weight282.13
Density1.677
Refractive index1.3210 to 1.3230
Vapor Density5.2 (vs air)
Boiling Point84°C
Vapor Pressure8 mmHg ( 20 °C)
TSCAYes
Melting Point-80°C
Solubility起反应 VIOLENTLY WITH WATER
Stability对热敏感,易吸潮
Flash Point81-83°C
Appearance 性状: 接触空气发烟、吸湿性、带有刺激性气味的液体。密度1.67;沸点81-83℃ 用途: 化工中间体 无色澄清液体
pH:A

别名和识别编码

Chemical NameTrifluoromethanesulfonic anhydride
CAS Number358-23-6
Synonym TRIFLUOROMETHANESULFONIC ACID ANHYDRIDE Trifluoromethylsulfonic acid anhydride Trifluoromethanesulphonicanhydride99% trifluormethanesulfonic anhydride TRIFLUOROMETHANESULFONYL ANHYDRIDE 三氟甲烷磺酸酐 三氟甲磺酸酐 溶液 Tirflic anhydride TRIFLUOROMETHANESULFONIC ANHYDRIDE SET W ITH 10 X 1 ML Perfluoromethanesulfonic anhydride solution 三氟甲烷磺酸酐 溶液 Trifluoromethanesulfonic acid anhydride TRIFLIC ANHYDRIDE 三氟甲磺酸酐,三氟甲基磺酸酐 TriFluoroMethaneSulfonic Anhydride(TFMSAA) Trifluoromethanesulfonic anhydride ######## Trifluoromethanesulfonicanhydride,98% Trifluorme TRIFLUOROMETHANESULFONIC ANHYDRIDE, 99+% Trifluoromethanesufonic anhydride {uni_
MDL NumberMFCD00000408
EC Number206-616-8
Beilstein Registry Number1813600
PubChem Substance ID67749
Reaxys-RN1813600
Chemical Name Translation三氟甲磺酸酐
LabNetwork Molecule IDLN00008016
InChIInChI=1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
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分类

  • {SNA} Chemical Reagents, Chemical Synthesis, Coupling, Development Quantities for Research, Synthetic Reagents, Triflate Formation
  • {uni_hamburg}
  • Aliphatics
  • {SNA} Chemical Synthesis, Coupling, Synthetic Reagents, Triflate Formation
  • Miscellaneous Reagents

产品应用

  • 广泛地用于合成烷基和乙烯基三氟甲基磺酸盐。在化工和制药合成中,催化应用于三氟酐、酸和酯。

相关文献及参考

  • For use in the Vilsmeier formylation of less active substrates, see N,N-Dimethyl­formamide, A13547.
  • Beilstein: 3,IV,35
  • 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);
  • Cai, D. et al.: Org. Synth., 10, 112 (2004);
  • 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
  • For formation of keteniminium triflates, see N,N-Dimethyl­acetamide, A10924.
  • Short: EINECS
  • 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).
  • 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, 9
  • 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
  • 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):
  • Triflic anhydride has also been found to promote the nitration of arenes, even deactivated ones, under mild conditions: Synth

安全信息

Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • 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;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用(指明具体的消防器材种类,如果用水增加危险,注明“禁止用水”
  • S8 Keep container dry 保持容器干燥;
  • S30 Never add water to this product 切勿将水加入该产品中;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
Risk Statements
  • R35 Causes severe burns 会导致严重灼伤
  • R14 Reacts violently with water 遇水会猛烈反应
  • R22 Harmful if swallowed 吞咽有害
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
Precautionary statements
  • P303+P361+P353+P310+P363
  • P390 Absorb spillage to prevent material damage. 吸收溢出物,防止重大损害。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • 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。
  • P301+P330+P331
  • P405 Store locked up. 上锁保管。
  • P304+P340
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P304+P340+P310
Hazard statements
  • H290 May be corrosive to metals 可能腐蚀金属。
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H302 Harmful if swallowed 吞食有害
  • H351 Suspected of causing cancer 怀疑致癌
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSPB2772000
Packing GroupII
UN Number UN3265 UN 3265 8/PG 2 3265
Storage condition Moisture Sensitive 易吸潮,2-8°C密封充氩保存 储存温度2-8℃,充氩保存 Refrigerator 0-10°C 0-10
Hazard Codes C
Hazard Class8
Restrict 危险品

其他信息

  • 接触空气发烟、吸湿性、带有刺激性气味的液体,和水能剧烈反应。
  • 上游原料:五氧化二磷 --> 三氟甲磺酸
  • TCI Shanghai:三氟甲磺酸酐 Trifluoromethanesulfonic Anhydride,>;98.0%(T)(358-23-6)
  • 下游产品:(S)-7,7'-双[二(3,5-二甲基苯基羟亚磷基))-1,1'-螺二氢茚 --> (R)-7,7'-二联苯羟亚膦-1,1'-螺旋菌 --> (S)-7,7'-双(二苯基磷酰)-1,1'-螺二氢茚 --> (S)-7,7'-双[二(对甲基苯基羟亚磷基))-1,1'-螺二氢茚 --> 1-氟-4-(三氟甲基硫代)苯 --> 双二苯基磷酰联萘 --> 双二苯基磷酰联萘 --> 2-乙酰基-3-氨基吡啶 --> S-(-)-1,1'-联萘-2,2'-双二苯膦 --> N-苯基双(三氟甲烷磺酰)亚胺 --> 5-氨基-1,2,3-噻重氮-4-羧酸乙酯 --> 二甲基异唑四异氰酸酯 --> 2-(三甲基硅)苯基三氟甲烷磺酸盐 --> 曲格列酮
  • 用途一:化工中间体 无色澄清液体
  • MSDS 信息:Trifluoromethanesulfonic anhydride(358-23-6).msds
  • 三氟甲磺酸酐价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 L0815102 三氟甲烷磺酸酐98% 50g 1800元 2011/04/16 T1100 三氟甲磺酸酐 Trifluoromethanesulfonic Anhydride 10G 550元 2011/04/16 T1100 三氟甲磺酸酐 Trifluoromethanesulfonic Anhydride 250G 5500元
  • 图谱信息:三氟甲磺酸酐(358-23-6)质谱(MS) 三氟甲磺酸酐(358-23-6)红外图谱(IR1) 三氟甲磺酸酐(358-23-6)核磁图( 13 CNMR)
  • 蒸气密度:5.2 (vs air)
  • Alfa Aesar:三氟甲烷磺酸酐,98% Trifluoromethanesulfonic anhydride, 98%(358-23-6)
  • 用途二:广泛地用于合成烷基和乙烯基三氟甲基磺酸盐。在化工和制药合成中,催化应用于三氟酐、酸和酯。
  • 蒸气压:8 mm Hg ( 20 °C)
  • MOL 文件:358-23-6.mol
  • Hazard Note:Corrosive
  • F:10-21
  • 存储注意事项:氮气保护
  • Acros Organics:三氟甲烷磺酸酐 Trifluoromethanesulfonic anhydride, 98+%(358-23-6)
  • 敏感性:Moisture Sensitive
  • 海关编码:29049020
  • Sigma Aldrich:358-23-6(sigmaaldrich)

系列性分类