8.18043

Trifluoromethanesulfonic anhydride

for synthesis

• Synonym(s): Trifluoromethanesulfonic anhydride
• Linear Formula: (CF₃SO₂)₂O
• CAS Number: 358-23-6
• Molecular Weight: 282.14
• MDL number: MFCD00000408
• UNSPSC Code: 12352106
• EC Index Number: 206-616-8
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: ≥99.0% (acidimetric)
• form: liquid
• potency: 1012 mg/kg LD₅₀, oral (Rat)
• density: 1.71 g/cm³ at 20 °C
• storage temp.: 2-30°C
• InChI: 1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
• InChI key: WJKHJLXJJJATHN-UHFFFAOYSA-N

Description

Application

• Electrophilic activation using trifluoromethanesulfonic anhydride: This method is utilized for transformations of amides, sulfoxides, and phosphorus oxides through nucleophilic trapping, highlighting its versatility in organic synthesis (Huang and Kang, 2022).
• Triflic anhydride in organic synthesis: A comprehensive review of triflic anhydride′s roles, focusing on its application across various organic transformations (Qin, Cheng, and Jiao, 2023).
• Synthesis of nitriles: Employing trifluoromethanesulfonic anhydride for converting aldoximes to nitriles under mild conditions, showcasing an innovative application in nitrile synthesis (Uludag, 2020).
• Hydrotrifluoromethylthiolation of alkenes: Uses trifluoromethanesulfonic anhydride for the hydrotrifluoromethylthiolation of unactivated alkenes and alkynes, expanding the utility of this reagent in radical reactions (Ouyang, Xu, and Qing, 2019).
• Low-cost trifluoromethylation reagent: Discusses the economic benefits and wide-ranging applications of trifluoromethanesulfonic anhydride in trifluoromethylation processes (Ouyang, Xu, and Qing, 2018).

Analysis Note

Assay (acidimetric): ≥ 99.0 %
Density (d 20 °C/ 4 °C): 1.715 - 1.720
Identity (IR): passes test

Safety Information

• pictograms: GHS03,GHS05,GHS07
• signalword: Danger
• hcodes: H272 - H302 - H314 - H335
• pcodes: P210 - P220 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Ox. Liq. 2 - Skin Corr. 1B - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 5.1B - Oxidizing hazardous materials
• wgk_germany: WGK 3
• flash_point_f: not determined
• flash_point_c: not determined