Trifluoromethanesulfonic anhydride (Triflic anhydride) 99%,CAS No: 358-23-6

Trifluoromethanesulfonic anhydride (Triflic anhydride) 99% ,CAS No: 358-23-6
MF:C2F6O5S2
MW:282.14
CAS:358-23-6

HazMat info:UN3265; Class: 8;Packing Group: II
Storage:Room temperature

Synonyms:
Triflic Anhydride
Tf2O
PFC-MSA
JACS-358-23-6
fonic anhydride;riflicanhydride
Tirflic Anhydride;TRIFLIC ANHYDRIDE
Triflate Anhydride;Triflic acid anhydride
TRIFLUOROMETHANESULFONIC ACID ANHYDRIDE
TRIFLUOROMETHANESULFONIC ANHYDRIDE FOR SYNTHESIS
TRIFLUOROMETHANESULFONIC ANHYDRIDE (TRIFLIC ANHYDRIDE)
Trifluoromethanesulphonic acid anhydride
(TRIFLUOROMETHANE)SULFONYL TRIFLUOROMETHANESULFONATE

Properties of Trifluoromethanesulfonic anhydride (Triflic anhydride) 99% ,CAS No: 358-23-6:
Physical State (20 deg.C):Liquid
Color: Clear colorless to light brow
Melting point:-80°C
Boiling point:81-83 °C (lit.)
Density 1.677 g/mL at 25 °C (lit.)
vapor density 5.2 (vs air)
vapor pressure 8 mm Hg ( 20 °C)
refractive index n20/D 1.321(lit.)
Flash point:81-83°C

Introduction of Trifluoromethanesulfonic anhydride (Triflic anhydride) 99% ,CAS No: 358-23-6:
Trifluoromethanesulfonic anhydride is used to convert phenols and imine into triflic ester and NTf group. It is a strong
electrophile used for the introduction of triflyl group in chemical synthesis. It serves as a reagent in the preparation of alkyl
and vinyl triflates, and for the stereoselective synthesis of mannosazide methyl uronate donors. It acts as a catalyst for
glycosylation with anomeric hydroxy sugars to prepare polysaccharides.

Application of Trifluoromethanesulfonic anhydride (Triflic anhydride) 99% ,CAS No: 358-23-6

Intermediate in organic syntheses:
1、It is widely used in the synthesis of trifluoroacetate esters.
2、 Synthesis of trifluoromethanesulfonate and trifluoromethanesulfonamide. Dehydration of aldehyde oxime to nitrile. Preparation of
epoxide from hydroperoxide. Synthesis of cyclobutanone, propylene diene and alkynes.
3、 Tf2o is a widely used reagent in organic synthesis. Because trifluoromethylsulfonate (triflates) is a very good leaving group,
after the organic substrate is treated with tf2o and transformed into corresponding triflates, the reaction activity can be greatly
enhanced, and it is easy to realize the transformation to other organic compounds. The reaction activity of trifluoromethyl
Sulfonates of organic compounds is stronger than that of corresponding p-toluenesulfonate × 104~2 × 105 times.

Reference
【1】Triflic anhydride has also been found to promote the nitration of arenes, even deactivated ones, under mild conditions:
Synthesis, 1087 (1992).
【2】For a review of chemical transformations induced by the reagent, see: Tetrahedron, 56, 3077 (2000). For a brief feature on uses
in synthesis, see: Synlett, 390 (2004)
【3】Dadgar, M.; Kalkhorani, N. M. Efficient and practical one-pot route to synthesise quinazolin4 (3H)-ones using
trifluoromethanesulfonic anhydride and 2-chloropyridine. J. Chem. Res. 2015, 39 (2), 120-122.
【4】Huang, P. Q.; Lang, Q. W.; Wang, A. E.; Zheng, J. F. Direct reductive coupling of secondary amides: chemoselective formation of
vicinal diamines and vicinal amino alcohols. Chem. Commun. 2015, 51 (6), 1096-1099.
【5】 (a)Martinez, A. G.; Ferandez, A. H.; Alvarez, R. M. Vilchez, M. D.; Gutierrez, M. L.; Subramanian, L. R. Tetrahedron, 1999,
55, 4825.(b)Martinez, A. G.; Ferandez, A. H.; Vilchez, M. D.; Gutierrez, M. L.; Subramanian, L. R. Synlett, 1993, 229.
【6】Amidines:Charlette, A. B.; Grenon, M. Tetrahedron Lett., 2000, 41, 1677.
【7】 Martinez, A. G.; Alvarez, R. M.; Barcina, J. O.; Cereo, S. M.; Vilar, E. T.; Fraile, A. G.; Hanack, M.; Subramanian, L. R. J.
Chem. Soc. , Chem. Commun., 1990, 1571.
【8】Padwa, A.; Rashatasakhon, P.; Rose, M. J. Org. Chem., 2003, 68, 2609.

Comment

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