3-nitro-à-toluenesulfonyl chlorid
3-Nitrophenylmethanesulfonyl chloride
CAS: 58032-84-1
Molecular Formula: C7H6ClNO4S
3-nitro-à-toluenesulfonyl chlorid - Names and Identifiers
| Name | 3-Nitrophenylmethanesulfonyl chloride |
| Synonyms | 3-Nitrobenzylsulfonyl Chloride 3-nitro-à-toluenesulfonyl chlorid 3-nitro-ɑ-toluenesulfonyl chlorid 3-nitro-à-toluenesulfonyl chloride 3-Nitro-α-toluenesulfonyl chloride 3-Nitrophenylmethanesulfonyl chloride 3-NitroBenzenemethanesulfonyl chloride (3-nitrophenyl)methanesulfonyl chloride |
| CAS | 58032-84-1 |
| InChI | InChI=1/C7H6ClNO4S/c8-14(12,13)5-6-2-1-3-7(4-6)9(10)11/h1-4H,5H2 |
3-nitro-à-toluenesulfonyl chlorid - Physico-chemical Properties
| Molecular Formula | C7H6ClNO4S |
| Molar Mass | 235.64 |
| Density | 1.570±0.06 g/cm3(Predicted) |
| Melting Point | 95-100°C |
| Boling Point | 393.2±25.0 °C(Predicted) |
| Flash Point | 191.6°C |
| Water Solubility | Reacts with water. |
| Vapor Presure | 4.93E-06mmHg at 25°C |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.596 |
3-nitro-à-toluenesulfonyl chlorid - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21 - Harmful by inhalation and in contact with skin. R34 - Causes burns R65 - Harmful: May cause lung damage if swallowed R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | 3261 |
| Hazard Class | 8 |
| Packing Group | II |
3-nitro-à-toluenesulfonyl chlorid - Reference Information
| Application | 3-nitrophenylmethane sulfonyl chloride is an organic intermediate that can be made of O-ethyl S-3-nitrobenzyl dithiocarbonate is prepared in two steps. |
| preparation | preparation of (3-nitrophenyl) methyl mercaptan: add DMSO(20mL) solution of O-ethyl S-3-nitrobenzyl dithiocarbonate (11.55g,44.9mmol) to DMSO(20mL) solution of ethylenediamine (4.8mL,1.6 equivalent) and concentrated HCl(1.8mL,0.5 equivalent), it has been allowed to cool to room temperature before. The resulting mixture was stirred for 5 minutes, then diluted with 1M HCl(100mL), then diluted with water (300mL), and extracted with MTBE(200mL). Then the organic layer was extracted with 5% NaOH aqueous solution (3 × 50mL), and the combined aqueous extract was immediately acidified with 30mL 37% HCl. The mixture was extracted with dichloromethane (30mL), and the combined organic phase was dried with MgSO4, stirred with 2g silica gel, filtered, and concentrated under reduced pressure. The product is pale yellow oil. Preparation of (3-nitrophenyl) methanesulfonyl chloride: to the flask were added with mesitrothiol (6.18g,36.5mmol), dichloromethane (75mL) and concentrated HCl(60mL,20 equivalents), followed by assembly of a stir bar and reflux condenser. Hydrogen peroxide (30% aqueous solution, 22mL,6 equivalents) is then added from the pressure equalor hopper connected to the top of the condenser. After adding H2O2 before 5mL, the mixture was quickly stirred without external heating until reflux began. The remaining H2O2 was then added in 2mL portions at a rate sufficient to maintain mild reflux. After the mixture has cooled, the green organic layer is separated, carefully decolorized (exothermic) with Na2SO3 aqueous solution, dried with MgSO4, and concentrated under reduced pressure. The residue was recrystallized with benzene-cyclohexane. The product is colorless crystal. The yield was 6.60g(28.0mmol,77%). |
Last Update：2024-04-09 21:04:16
