Chlorosulfonyl isocyanate,N-Carbonylsulfamyl chloride, CSI
Chlorosulfonyl isocyanate
CAS: 1189-71-5
Molecular Formula: CClNO3S
Chlorosulfonyl isocyanate,N-Carbonylsulfamyl chloride, CSI - Names and Identifiers
Chlorosulfonyl isocyanate,N-Carbonylsulfamyl chloride, CSI - Physico-chemical Properties
| Molecular Formula | CClNO3S |
| Molar Mass | 141.53 |
| Density | 1.626 g/mL at 25 °C (lit.) |
| Melting Point | -44 °C (lit.) |
| Boling Point | 107 °C (lit.) |
| Flash Point | >110°C |
| Water Solubility | reacts violently exothermic |
| Vapor Presure | 5.57 psi ( 20 °C) |
| Appearance | Crystals, Crystalline Powder or Granules |
| Specific Gravity | 1.626 (20℃) |
| Color | White |
| BRN | 1237247 |
| Storage Condition | 2-8°C |
| Refractive Index | n20/D 1.447(lit.) |
| Use | Widely used in the synthesis of antibiotics, agricultural chemicals, polymers and so on |
Chlorosulfonyl isocyanate,N-Carbonylsulfamyl chloride, CSI - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | R14 - Reacts violently with water R22 - Harmful if swallowed R34 - Causes burns R42 - May cause sensitization by inhalation R20/22 - Harmful by inhalation and if swallowed. |
| Safety Description | S23 - Do not breathe vapour. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S30 - Never add water to this product. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3265 8/PG 2 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-21-19 |
| HS Code | 28510080 |
| Hazard Class | 8 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 640 mg/kg |
Chlorosulfonyl isocyanate,N-Carbonylsulfamyl chloride, CSI - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | chlorosulfonyl isocyanate is an ester organic compound, which can be widely used in the synthesis of antibiotics, agricultural chemicals, polymers, etc. |
| Use | widely used in antibiotics, agricultural chemicals, synthesis of polymers and the like chlorosulfonyl isocyanate contains chlorosulfonyl and isocyanic acid groups and can undergo a series of addition, substitution and condensation reactions. It can be used in the synthesis of cefuroxime, cefoxitin and other drugs in the pharmaceutical industry. |
| production method | 1. Prepare by reacting sulfur trioxide with cyanogen chloride (ClCN) 2. Note! There are highly toxic and strong corrosion substances in the reaction, which must be handled in a well ventilated kitchen and rubber gloves. A stirrer, a thermometer were mounted on a 200 four-necked flask, inserted almost into the bottom of the bottle into the canister inlet tube (connected to the safety bottle and the cyanogen chloride reservoir by means of a piston) and the Claisen connector. The Claisen joint was fitted with a dry ice reflux condenser and a dropping funnel (containing 64g of 0.8 mol of liquid sulfur trioxide and a calcium chloride drying tube). The gas outlet from the dry-ice condenser is connected to a dry-ice cooling trap. The flask was cooled in a dry ice-hydrogen methane bath, approximately 36.9g (0.60 mol) of cyanogen chloride was added, and the temperature was then allowed to rise to -5 °c in order to melt the cyanogen chloride, then the liquid sulfur trioxide (or sulfur trioxide distilled out of 65% fuming sulfuric acid) was added dropwise for 45-75 minutes. During the dropwise addition, the temperature should be gradually cooled from one 5 °c to -15 °c. The remaining amount of unreacted sulfur trioxide was checked by adding an additional 1 to 2g of cyanogen chloride after the addition and recording the elevated temperature (reaction exotherm). This was repeated multiple times until no more sulfur trioxide was present in the reaction mixture. The reaction mixture at this time became a paste which could still be stirred.: in addition to the remainder of the product, it also contains chloro-pyrothioisocyanic acid and up to 2,C-dichloro -1-oxygen hetero -4-sulfur hetero -3,5-Diazine -4,4 A Two oxide. The dry-ice condenser, Claisen connector and dropping funnel were removed with a 16*2cm fractionating column filled with a glass ring, a high-efficiency air condenser and a 100 receiver. The receiver is then connected to an ice-cooling trap and a calcium chloride drying tube in order to allow the unreacted cyanogen chloride to condense in the cold trap. The reaction temperature was gradually raised to 110-115 °c over a period of 1 hour, and cyanogen oxide was bubbled in at a rate of 10 mmol/min. When the temperature rises to 120-130 deg C, T, N-aminosulfonphthalein chloride bond out (initial distillation temperature 90-109 deg C when most of the product is distilled out, the temperature rises to 130 to 150 deg C, and the residue in the bottle only 5 A 3 ml, stop the atmosphere and distillation. The crude product was redistilled to a pressure of 1mm Hg by fractional distillation of the filled glass rings. The unreacted cyanochlorides were first distilled off and condensed in a dry ice cooling trap by first slowly heating. |
Last Update：2024-04-09 21:54:55
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