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456-64-4

456-64-4 Structure

456-64-4 Structure
IdentificationBack Directory
[Name]

trifluoromethanesulfonanilide
[CAS]

456-64-4
[Synonyms]

Phenyltriflamide
N-Phenyltriflamide
trifluoromethanesulfonanilide
1,1,1-Trifluoromethanesulfonanilide
N-Phenyltrifluoromethanesulfonamide
N-Phenyl-1,1,1-trifluoromethanesulfonamide
1,1,1-trifluoro-N-phenylmethanesulfonamide
1,1,1-trifluoro-N-phenyl-methanesulfonamide
1,1,1-Trifluoro-N-phenylmethanesulphonamide
Methanesulfonamide, 1,1,1-trifluoro-N-phenyl-
Methanesulfonanilide,1,1,1-trifluoro- (6CI,8CI)
[Molecular Formula]

C7H6F3NO2S
[MDL Number]

MFCD00521820
[MOL File]

456-64-4.mol
[Molecular Weight]

225.19
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319
[Precautionary statements ]

P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P405
[RIDADR ]

UN 2811 6.1/PG III
[RTECS ]

PB0482000
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

2904100090
Hazard InformationBack Directory
[Synthesis Reference(s)]

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

Trifluoromethanesulfonic anhydride

358-23-6

Aniline

62-53-3

trifluoromethanesulfonanilide

456-64-4

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
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