2-(Trifluoromethyl)benzenesulfonamide CAS 1869-24-5
2-(Trifluoromethyl)benzenesulfonamide Basic information
| Product Name: | 2-(Trifluoromethyl)benzenesulfonamide |
| Synonyms: | 2-(TRIFLUOROMETHYL)BENZENESULFONAMIDE;2-(TRIFLUOROMETHYL)BENZENESULPHONAMIDE;(2-Trifluoromethylphenyl)-methanesulfonamide;BUTTPARK 91\08-54;BenzenesulfonaMide, 2-(trifluoroMethyl)-;2-(Trifluoromethyl)benzenesulfomide;2-(Trifluoromethyl)benzenesulfonamide ISO 9001：2015 REACH;Tritosulfuron Metabolite BH635-2 |
| CAS: | 1869-24-5 |
| MF: | C7H6F3NO2S |
| MW: | 225.19 |
| EINECS: | 000-000-0 |
| Product Categories: | API intermediates;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds |
| Mol File: | 1869-24-5.mol |
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) |
| Fp | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| pka | 9.55±0.60(Predicted) |
| form | powder to crystal |
| color | White to Almost white |
| BRN | 2697078 |
| InChI | 1S/C7H6F3NO2S/c8-7(9,10)5-3-1-2-4-6(5)14(11,12)13/h1-4H,(H2,11,12,13) |
| InChIKey | AFFPZJFLSDVZBV-UHFFFAOYSA-N |
| SMILES | NS(=O)(=O)c1ccccc1C(F)(F)F |
| 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 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | Pale yellow to off-white crystalline powder |
| Synthesis | 776-04-5 1869-24-5 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 Preparation Products And Raw materials
| Raw materials | 2-(Trifluoromethyl)benzenesulfonyl chloride-->Ethanol-->Ethyl acetate-->Water-->Ammonia-->Ammonium chloride-->Tetrahydrofuran |
