Skip to Content
MilliporeSigma
All Photos(1)

Documents

8.18043

Sigma-Aldrich

Trifluoromethanesulfonic anhydride

for synthesis

Synonym(s):

Trifluoromethanesulfonic anhydride

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CF3SO2)2O
CAS Number:
Molecular Weight:
282.14
MDL number:
UNSPSC Code:
12352106
EC Index Number:
206-616-8
NACRES:
NA.22

Quality Level

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

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

signalword

Danger

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

2,6-Lutidine ReagentPlus®, 98%

Sigma-Aldrich

L3900

2,6-Lutidine

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service