2-(Trifluoromethyl)benzenesulfonamide Chemical Properties

Melting point:

180-184 °C(lit.)

Boiling point:

320.5±52.0 °C(Predicted)

Density 

1.482±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

9.55±0.60(Predicted)

color 

White to Almost white

BRN 

2697078

CAS DataBase Reference

1869-24-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

22

Safety Statements 

22-24/25-36

RIDADR 

2811

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

I

HS Code 

29350090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-(Trifluoromethyl)benzenesulfonamide Usage And Synthesis

Chemical Properties

Pale yellow to off-white crystalline powder

Synthesis

General procedure for the synthesis of o-(trifluoromethyl)benzenesulfonamide from 2-(trifluoromethyl)benzenesulfonyl chloride: Intermediate 1: Preparation of 2-(trifluoromethyl)benzenesulfonamide (see Scheme 3, compound XXI) To a solution of 2-(trifluoromethyl)benzenesulfonyl chloride (5 g, 20.44 mmol, 1.00 eq.) in anhydrous THF (5.00 mL) was slowly added an ethanol solution of 2 M ammonia (71 mL) under nitrogen protection and at room temperature. The reaction mixture was stirred at room temperature for 20 hours. After completion of the reaction, the solvent was removed by evaporation and the residue was redissolved in EtOAc (150 mL) and washed sequentially with saturated aqueous NH4Cl solution (50 mL) and brine (50 mL). The organic layer was dried over anhydrous MgSO4, filtered and the solvent concentrated to give pure 2-(trifluoromethyl)benzenesulfonamide as a pale yellow solid (4.6 g, 89% yield, 98.6% HPLC purity). The compound was used directly in the next reaction without further purification. 1H NMR (300MHz, CDCl3) δ: 5.0 (m, 2H), 7.6 (m, 2H), 7.8 (m, 1H), 8.3 (m, 1H). MS (ESI): m/z 224.1 [M-H]-.

References

[1] Patent: US6610853, 2003, B1
[2] Patent: WO2006/111560, 2006, A2. Location in patent: Page/Page column 48
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2222 - 2225

2-(Trifluoromethyl)benzenesulfonamide(1869-24-5)Related Product Information

• Sulfanilamide
• 2-(Trifluoromethyl)benzoic acid
• Methanesulfonamide
• 3-(Trifluoromethyl)benzaldehyde
• 2-Methylbenzotrifluoride
• 2-Carbomethoxybenzenesulfonamide
• 2-(Trifluoromethyl)benzaldehyde
• Benzenesulfonamide
• 4-(Trifluoromethyl)benzene-1-sulfonyl chloride
• 2-Methylbenzaldehyde
• o-Toluic acid
• 2-(TRIFLUOROMETHOXY)BENZENESULFONAMIDE
• alpha,alpha,alpha-Trifluoro-o-cresol
• 2-TRIFLUOROMETHOXY TOLUENE
• 2-(Trifluoromethyl)benzenesulfonyl chloride
• 2'-(TRIFLUOROMETHOXY)ACETOPHENONE
• 2-(Trifluoromethoxy)benzoic acid
• HYDROFLUMETHIAZIDE