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TRIFLIC ANHYDRIDE

CAS NUMBER: 358-23-6

EC NUMBER: 206-616-8

MOLECULAR FORMULA: C2F6O5S2

MOLECULAR WEIGHT: 282.14

 


Triflic anhydride is the chemical compound with the formula (CF3SO2)2O. 
Triflic anhydride is the acid anhydride derived from triflic acid. 

This compound is a strong electrophile, useful for introducing the triflyl group, CF3SO2. 
Abbreviated Tf2O, triflic anhydride is the acid anhydride of the strong acid triflic acid, CF3SO2OH.

Triflic anhydride is an organosulfonic anhydride. 
Triflic anhydride derives from a triflic acid.

Triflic anhydride was found to be efficient for the cyclotrimerization of dialkylcyanamides 166 under mild conditions. 
The same reaction can be applied to aryl nitriles and thiocyanates. 

Triflic anhydride (trifluoromethanesulfonic anhydride) as an electrophilic reagent has been increasingly attracting the attention of researchers over the last decade due to its capability in synthesizing a variety of N-heterocycles through activation of amides.
Triflic anhydride is an inexpensive colorless liquid derived from triflic acid CF3SO2OH and it is also readily hydrolyzed to this strong acid.

Triflic anhydride is the chemical compound with the formula (CF3SO2)2O. 
Triflic anhydride is a particularly strong electrophile, useful for introducing the CF3SO2 group. 
Triflic anhydride is the acid anhydride of the strong acid triflic acid, CF3SO2OH.

 

 


USES:

Triflic anhydride is prepared by dehydration of triflic acid using P4O10.
Triflic anhydride is useful for converting ketones into enol triflates.

In a representative application, is used to convert an imine into a NTf group.
Triflic anhydride will convert phenols into a triflic ester, which enables cleavage of the C-O bond.

Triflic anhydride may be used to introduce a protective trifluoromethane sulfonyl group. 
Triflic anhydride is a strong activator of hydroxyl groups, for example in glycosidation reactions. 

Triflic anhydride is an efficient promoter for inversion configuration and for nucleophilic substitutions. 
Triflic anhydride may also be used as an activator of phenols or enols for the synthesis of aryl and vinyl triflates.

In a representative application, is used to convert an imine into a NTf group.
Triflic anhydride will convert phenols into a triflic ester, which enables cleavage of the C-O bond.
Triflic anhydride is a strong electrophile used in chemical synthesis for introducing the triflyl group.

 

 

 

APPLICATION:

Triflic anhydride is a strong electrophile used in chemical synthesis for introducing the triflyl group.
Widely used reagent for the synthesis of alkyl and vinyl triflates.
Catalyst for glycosylation for synthesis of polysaccharidesReagent for stereoselective synthesis of mannosazide methyl uronate donors Activator for direct glycosylation with anomeric hydroxy sugars.

 

 


PROPERTIES:


-CAS number: 358-23-6

-EC number: 206-616-8

-Hill Formula: C₂F₆O₅S₂

-Chemical formula: (CF₃SO₂)₂O

-Molar Mass: 282.13 g/mol

-HS Code: 2904 99 00

-Melting Point: -80°C

-Boiling Point: 81-83°C

-Vapor Pressure: 8 mmHg @ 20°C

-Density: 1.68 g/mL @ 25 °C

-Refractive Index: 1.32 @ 20 °C

 

 


SPECIFICATIONS:


-Min. Purity Spec: 99%

-Physical Form: Colorless to yellowish liquid

-Melting Point: -80°C

-Boiling Point: 84°C

-Flash Point: -1°C

-Density: 1.677

-Refractive Index: 1.32-1.323

-Long-Term Storage: Store long-term at 2-8°C

 

 


STORAGE:

Store in a tightly closed container. Keep under a nitrogen blanket. 
Store in a cool, dry, well-ventilated area away from incompatible substances. 
Keep away from water. 

 

 

SYNONYM:

Triflic anhydride
Trifluoromethanesulphonic anhydride
trifluoromethanesulfonic acid anhydride
trifluoromethanesulphonic acid anhydride
Methanesulfonic acid, trifluoro-, anhydride
trifluoromethylsulfonyl trifluoromethanesulfonate
UNII-8W034LHG1U
TF2O
MFCD00000408
(trifluoromethane)sulfonyl trifluoromethanesulfonate
8W034LHG1U
trifluoromethane sulfonic anhydride
trifluoromethanesulfonyl trifluoromethanesulfonate
trifluoromethane sulfonic acid anhydride
Methanesulfonic acid, 1,1,1-trifluoro-, 1,1'-anhydride
1,1,1-trifluoromethanesulfonic acid 1,1'-anhydride

 

 

 

 

 

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