trifluoromethanesulfonanilide Chemical Properties

Melting point:

65-66℃

Boiling point:

233.5±50.0 °C(Predicted)

Density 

1.539±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

4.35±0.10(Predicted)

color 

White to Almost white

Safety Information

RIDADR 

UN 2811 6.1/PG III

RTECS 

PB0482000

HazardClass 

6.1

PackingGroup 

III

HS Code 

2904100090

trifluoromethanesulfonanilide Usage And Synthesis

Synthesis Reference(s)

Tetrahedron Letters, 14, p. 3839, 1973 DOI: 10.1016/S0040-4039(01)87051-9

Synthesis

Under stirring conditions, 4 g (2.4 mL) of trifluoromethanesulfonic anhydride was slowly added dropwise to 15 mL of aniline. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 30 minutes. Upon completion of the reaction, the reaction solution was acidified with 10% hydrochloric acid solution, followed by filtration to collect the precipitate precipitated. The precipitate was washed several times with water, dried and purified by sublimation. Finally 2.9 g (90% yield) of the target compound 1,1,1 -trifluoro-N-phenylmethanesulfonamide was obtained under vacuum as a white powder (19F NMR δF -75.30 ppm).

References

[1] Journal of the American Chemical Society, 2018, vol. 140, # 9, p. 3202 - 3205
[2] Russian Journal of Organic Chemistry, 2016, vol. 52, # 8, p. 1112 - 1117
[3] Zh. Org. Khim., 2016, vol. 52, # 8, p. 1122 - 1127,6
[4] Organic Letters, 2016, vol. 18, # 13, p. 3130 - 3133
[5] Tetrahedron, 1975, vol. 31, # 20, p. 2517 - 2521

trifluoromethanesulfonanilide(456-64-4)Related Product Information

• Trifluoromethanesulfonyl bromide
• Trifluoromethyl trifluorovinyl ether
• Benzoic acid (trifluoromethanesulfonic acid)anhydride
• Saprisartan
• FLUORIDAMID
• trifluoromethanesulfonanilide
• MEFLUIDIDE
• N-Phenyl-bis(trifluoromethanesulfonimide)
• Nickel, bis[N-[1-ethyl-1,2,3,4-tetrahydro-6-[(1,3,4-thiadiazol-2-yl-kN3)azo-kN1]-7-quinolinyl]-1,1,1-trifluoromethanesulfonamidato-kN]-
• Nickel, bis[N-[6-[2-(4,5-dicyano-1-methyl-1H-imidazol-2-yl-kN3)diazenyl-kN1]-1,2,3,4-tetrahydro-1-methyl-7-quinolinyl]-1,1,1-trifluoromethanesulfonamidato-kN]-
• PERFLUIDONE
• Methanesulfonamide, 1,1,1-trifluoro-N-[1,2,3,4-tetrahydro-1-(2-methylpropyl)-7-quinolinyl]-
• Zinc,bis[1,1,1-trifluoro-N-[1,2,3,4-tetrahydro-1-(2-methylpropyl)-6-[(1,3,4-thiadiazol-2-yl-kN3)azo-kN1]-7-isoquinolinyl]methanesulfonamidato-kN]-
• Methanesulfonamide, N-(1-ethyl-1,2,3,4-tetrahydro-7-quinolinyl)-1,1,1-trifluoro-
• Triflumidate
• N-(2-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]SULFANYL)PHENYL)(TRIFLUORO)METHANESULFONAMIDE
• BIS(4-TRIFLUOROMETHYLSULFONAMIDOPHENYL)-1,4-DIISOPROPYLBENZENE
• C,C,C-TRIFLUORO-N,N-DIPHENYL-METHANESULFONAMIDE