silver(1+) ion trifluoromethanesulfonate

• ChemBase编号: 8488
• 分子式: CAgF3O3S
• 平均质量: 256.9373096
• 单一同位素质量: 255.85712152
• SMILES: FC(F)(F)S(=O)(=O)[O-].[Ag+]
• Canonical SMILES: FC(S(=O)(=O)[O-])(F)F.[Ag+]
• InChI: InChI=1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
• InChIKey: QRUBYZBWAOOHSV-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: silver(1+) ion trifluoromethanesulfonate
• IUPAC传统名: silver(1+) triflate; silver(1+) ion triflate
• 别名: 三氟甲磺酸 银盐; 三氟甲磺酸银; 三氟甲烷磺酸银; Silver triflate; Silver trifluoromethanesulphonate 99%; AgOTf; Silver trifluoromethanesulfonate; Ag(OTf); Silver (trifluoromethyl)sulfonate; Trifluoromethanesulfonic acid silver salt; Silver trifluoromethanesulfonate; TRIFLUOROMETHANESULFONIC ACID

登记号

• CAS号: 2923-28-6
• EC号: 220-882-2
• MDL号: MFCD00013226
• Beilstein号: 3598402
• PubChem SID: 160971795; 24888337; 24871884; 24850578
• PubChem CID: 76223
• 维基百科标题: Silver_trifluoromethanesulfonate

理论计算性质

• Acid pKa: -3.4301212
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -1.2283616
• LogD (pH = 7.4): -1.2283617
• Log P: 1.1480371
• 摩尔折射率: 15.8602 cm^3
• 极化性: 7.460577 Å^3
• 极化表面积: 57.2 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: soluble in water
• 外观: Crystalline
• 熔点: 286 °C(lit.); 286°C; 356°C; 356-357°C
• 气味: odorless

安全信息

• 保存注意事项: Corrosive/Irritant/Air Sensitive/Light Sensitive/Hygroscopic/Store under Argon; IRRITANT, LIGHT SENSITIVE; Light Sensitive
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 环境危害性(Nature polluting) (N); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: UN3260
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): III
• 危险公开号: 34-50; 36/37/38; R:36/37/38-58
• 安全公开号: 26-36; 26-36/37/39-45-61; S:20-25-26-37/39-61
• TSCA收录: false; 是
• GHS危险品标识: GHS05; GHS07; GHS09
• GHS警示词: Warning
• NFPA704:
  

  0

  1

  0
• GHS危险声明: H314-H318-H400; H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P280-P273-P303+P361+P353-P305+P351+P338-P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (Ag); ≥99%; ≥99.95% trace metals basis; 97%; 98%; 99%
• 级别: purum
• 线性分子式: CF3SO3Ag

详细说明

MP Biomedicals - 02157026

Silver Salt

MP Biomedicals - 05225932

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC6450

Increases leaving group ability of halogens; can be used for conversion of alkyl halides to triflates & acyl halides to acyl triflates; soluble in ether and other organic solvents.

Sigma Aldrich - 483346

Application
Reactive triflating agent; used with Pd(PPh3)4 as catalyst for cross coupling reaction.
Gold Catalysts - 21st Century ′Gold Rush′
包装
1 g in glass bottle
5 g in poly bottle

Sigma Aldrich - 176435

包装
1, 10, 25 g in glass bottle
Application
Gold Catalysts - 21st Century ′Gold Rush′
由仲磷酸盐和硫代磷酸盐生成烯烃。使用该试剂，伯烷基卤化物对醇的醚化可以在温和条件下实现。 用于由氯铑络合物生成阳离子铑催化剂，以用于乙炔的氢化亚膦酸化。还用作通过醛的氢化硅烷化来制备硅醚的催化剂。

Sigma Aldrich - 85325

Other Notes
用于通过三氟甲磺酸盐对卤化物进行取代的试剂。；用于糖基卤化物糖基化的试剂?1,2,3；用于受保护硫醇脱保护的试剂4

参考文献

• Silver salt soluble in ether, fairly soluble in benzene and toluene, less soluble in acetonitrile and insoluble in chloroform and dichloromethane; useful, e.g. in promotion of the leaving ability of halogens. For use in the conversion of alkyl halides to triflates, see: J. Chem. Soc., 173 (1956); J. Am. Chem. Soc., 90, 1598 (1968); Tetrahedron Lett., 3159 (1970); J. Chem. Soc., Perkin 1, 2887 (1980). Review: Synthesis, 85 (1982).
• Acyl halides are converted to acyl triflates, powerful acylating reagents, which can bring about Friedel-Crafts-type acylation without added Lewis acid catalyst: Chem. Ber., 116, 1195 (1983).
• Reaction with chlorosilanes gives silyl triflates, powerful silylating reagents, and, likewise trialkyltin halides are converted to the corresponding triflates: Chem. Ber., 103, 868 (1970).
• For use as a catalyst for the oxy-Cope rearrangement of allyl alkynyl carbinols, where other silver salts are ineffective, see: Tetrahedron Lett., 25, 2873 (1984):