5769-15-3

Basic information

• Product Name: 4-Chlorobenzenesulfonyl isocyanate
• Synonyms: 4-CHLOROBENZENESULPHONYL ISOCYANATE;4-CHLOROBENZENSULFONYL ISOCYANATE;4-CHLOROBENZENESULFONYL ISOCYANATE;P-CHLOROBENZENESULFONYL ISOCYANATE;4-CHLOROBENZENESULFONYL ISOCYANATE, TEC&;4-Chlorobenzenesulfonylisocyanate,97%;4-CHLOROBENZENESULFONYL ISOCYANATE 97%;(4-Chlorophenylsulfonyl) isocyanate
• CAS NO: 5769-15-3
• Molecular Formula: C₇H₄ClNO₃S
• Molecular Weight: 217.63
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 5769-15-3.mol

Chemical Properties

• Boiling Point: 121 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.457 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000237mmHg at 25°C
• Refractive Index: n20/D 1.558(lit.)
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Sensitive: Moisture Sensitive
• BRN: 516520
• CAS DataBase Reference: 4-Chlorobenzenesulfonyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorobenzenesulfonyl isocyanate(5769-15-3)
• EPA Substance Registry System: 4-Chlorobenzenesulfonyl isocyanate(5769-15-3)

Safety Data

• Hazard Codes: C
• Statements: 20/21/22-34-10
• Safety Statements: 26-27-36/37/39-45-25-16
• RIDADR: UN 3265 8/PG 1
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 5769-15-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Chlorobenzenesulfonyl isocyanate is used as an intermediate for organic synthesis, playing a crucial role in the formation of various complex organic molecules. Its unique chemical structure allows it to participate in a wide range of reactions, making it a valuable component in the synthesis of different compounds.
Used in Chemical Processes:
As a starting reagent, 4-Chlorobenzenesulfonyl isocyanate is used in the synthesis of 2-chloroethyl 4-chlorobenzenesulfonyl carbamate and 1-chloro-2-propyl 4-chlorobenzenesulfonyl carbamate. These compounds have potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science, due to their unique properties and reactivity.
Used in Pharmaceutical Industry:
4-Chlorobenzenesulfonyl isocyanate is used as a building block in the development of pharmaceutical compounds. Its reactivity and versatility make it an essential component in the synthesis of various drugs, contributing to the advancement of medical treatments and therapies.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Chlorobenzenesulfonyl isocyanate is utilized as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its role in the development of these compounds helps improve agricultural productivity and crop protection.
Used in Materials Science:
4-Chlorobenzenesulfonyl isocyanate is also used in the field of materials science, where it contributes to the development of novel materials with specific properties. Its involvement in the synthesis of various compounds allows for the creation of materials with unique characteristics, such as improved strength, durability, or chemical resistance.

InChI:InChI=1/C7H4ClNO3S/c8-6-1-3-7(4-2-6)13(11,12)9-5-10/h1-4H

Upstream product

• 75-44-5 phosgene 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 94-20-2 chlorpropamide 
• 111-36-4 n-butyl isocyanide 
• 201230-82-2 carbon monoxide 
• 149552-42-1 [N-(p-chlorophenylsulfonyl)imino]phenyliodinane 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 14064-15-4 (4-chlorophenyl)trimethylstannane 

Downstream Products

• 92577-08-7 8-(4-chloro-benzenesulfonyl)-2-oxa-8-aza-bicyclo[4.2.0]octan-7-one 
• 52406-03-8 C₁₈H₂₂ClN₄O₆PS₂ 
• 27712-72-7 4-chloro-N-(3-cyclohexyl-4-cyclohexylimino-[1,3]oxazetidin-2-ylidene)-benzenesulfonamide 
• 128924-77-6 C₁₄H₁₁ClN₂O₅S 
• 4795-58-8 N-<4-Chlor-benzolsulfonyl>-N'-<4t-phenyl-cyclohexyl>-harnstoff 
• 4754-30-7 N-<4-Chlor-benzolsulfonyl>-N'-<4c-phenyl-cyclohexyl>-harnstoff 
• 63924-78-7 phenyl N-((4-chlorophenyl)sulfonyl)carbamate 
• 31593-65-4 C₁₅H₁₄ClNO₄S 
• 31662-23-4 C₂₁H₂₆ClNO₄S 
• 31593-66-5 C₁₉H₂₂ClNO₄S 
• 31593-67-6 C₂₅H₃₄ClNO₄S 
• 31662-24-5 C₁₃H₈Br₂ClNO₄S 
• 31662-25-6 C₁₃H₇Br₃ClNO₄S 
• 1028293-79-9 C₁₆H₁₅ClN₂O₅S 

Relevant articles and documents

Production process for improving quality of sulfonyl isocyanate

The invention discloses a production process for improving the quality of sulfonyl isocyanate. The production process comprises the steps of mixing a sulfanilamide raw material and xylene according toa certain ratio to form a sulfanilamide solution, adding a certain amount of xylene into a synthesis kettle, heating, controlling the temperature at 110 to 115 DEG C, adding the sulfanilamide solution into the synthesis kettle through a transfer pump at a certain rate; dropwise adding a catalyst and introducing gaseous phosgene at the same time, paying attention to that the catalyst must be dropwise added 2 hours before the sulfanilamide solution is well converted, reducing the phosgene flow until the process requirement cumulant is reached, transferring a product into a light breaking kettleafter heat preservation is performed for 2 hours, removing redundant phosgene by using nitrogen, and finally obtaining a finished product after qualified sampling and analyzing. According to the invention, the synthesis system of sulfonyl isocyanate is optimized, the yield of sulfonyl isocyanate is improved, and meanwhile, the synthesized tail gas and the gas-driving tail gas are innovatively condensed by a condenser and then flow back to the synthesis kettle, so that the tail gas is recycled, and the reaction rate and content of the product are improved.

Palladium-catalyzed carbonylation of (arylsulfonyliminoido)-benzenes to arylsulfonyl isocyanates

In the presence of palladium complexes as catalysts, carbonylation of (arylsulfonyliminoiodo)benzenes to arylsulfonyl isocyanates can be accomplished with 50-80% yield.

Mild and Efficient Synthesis of Aromatic Sulfonamides by in situ Preparation of the Corresponding Sulfonyl Isothiocyanates

A new reaction between chlorosulfonyl isocyanate (1) and trialkylstannyl-substituted arenes 2a-k, 7, 9 is described.It provides the aromatic sulfonyl isocyanates 3 or their derivatives, the sulfonamides 4a-j, the sulfonylcarbamates 5a-b, or sulfonylureas 6, respectively.The trialkylstannyl group as an efficient leaving group allows mild reaction conditions to be applied and unusual substitution patterns to be obtained, normally not accessible by electrophilic aromatic substitutions.Thus, sulfonamidation can be achieved in meta position to a trifluoromethyl group. Key words: Electrophilic aromatic substitution; sulfodestannalytion; isocyanates, sulfonyl, aromatic; sulfonyl compounds; trialkylarylstannanes, application of