Trifluoromethanesulfonic anhydride - ≥99% , CAS No.358-23-6

CAS: 358-23-6 Cat. No.: T398957 Molecular Weight: 282.14 Beilstein Registry Number: 1813600 EC Number: 206-616-8

GRADE & PURITY ≥99%

Synonyms

EN300-50306 | MFCD00000408 | trifluoromethylsulfonic acid anhydride | trifluoro methanesulfonic anhydride | trifluoromethanesulfonic acid anhydride | trifluoro-methanesulfonic acid anhydride | trifluoromethane-sulfonic acid anhydride | UNII-8W034LHG1U | 1

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is an electrophilic reagent that is an efficient source of trifluoromethyl. It is commonly used in organic chemistry to convert oxygen-containing compounds to triflates and for the electrophilic activation and subsequent conversion of amides, sulfoxides, and phosphorus oxides.

Application：

Catalyst for glycosylation for synthesis of polysaccharides.
Reagent for stereoselective synthesis of mannosazide methyl uronate donors.
Activator for direct glycosylation with anomeric hydroxy sugars.

Specifications

Synonyms

EN300-50306 | MFCD00000408 | trifluoromethylsulfonic acid anhydride | trifluoro methanesulfonic anhydride | trifluoromethanesulfonic acid anhydride | trifluoro-methanesulfonic acid anhydride | trifluoromethane-sulfonic acid anhydride | UNII-8W034LHG1U | 1

Specifications & Purity

≥99%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

A fuming, hygroscopic liquid with an irritating odor that reacts violently with water.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C(F)(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
• IUPAC Name: trifluoromethylsulfonyl trifluoromethanesulfonate
• InChIKey: WJKHJLXJJJATHN-UHFFFAOYSA-N
• INCHI: 1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
• Isomeric SMILES: C(F)(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
• WGK Germany: 3
• UN Number: 3265
• Packing Group: II
• Molecular Weight: 282.14
• Beilstein: 1813600
• Reaxy-Rn: 1813600

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic sulfonic acids and derivatives
      • Subclass Organosulfonic acids and derivatives
        • Level5 Alkanesulfonic acids and derivatives
          • Level6 Alkanesulfonic acids
            • Level7 Trifluoromethanesulfonates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic sulfonic acids and derivatives
• Subclass: Organosulfonic acids and derivatives
• Intermediate Tree Nodes: Alkanesulfonic acids and derivatives - Alkanesulfonic acids
• Direct Parent: Trifluoromethanesulfonates
• Alternative Parents: Organosulfonic anhydrides Sulfonyls Methanesulfonates Trihalomethanes Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trifluoromethanesulfonate - Organosulfonic anhydride - Sulfonyl - Methanesulfonate - Trihalomethane - Organic oxygen compound - Organic oxide - Halomethane - Hydrocarbon derivative - Organosulfur compound - Organofluoride - Organohalogen compound - Alkyl halide - Alkyl fluoride - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as trifluoromethanesulfonates. These are alkanesulfonic acids, that contain a sulfonate group that is substituted with a trifluoromethyl group.
• External Descriptors: organosulfonic anhydride

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Miscible with dichloromethane. Immiscible with hydrocarbons.
• Sensitivity: Heat sensitive,Hygroscopic
• Refractive Index: 1.32-1.323
• Flash Point(°C): 110°C
• Boil Point(°C): 81~84℃
• Melt Point(°C): -80°C
• Molecular Weight: 282.140 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 2
• Exact Mass: 281.909 Da
• Monoisotopic Mass: 281.909 Da
• Topological Polar Surface Area: 94.300 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 370.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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