691399

Chlorosulfonyl isocyanate

Arxada quality, 99.0-100.3 % (w/w) (T)

• Synonym(s): N-Carbonylsulfamyl chloride, CSI
• Linear Formula: ClSO₂NCO
• CAS Number: 1189-71-5
• Molecular Weight: 141.53
• Beilstein: 1237247
• EC Number: 214-715-2
• MDL number: MFCD00011608
• UNSPSC Code: 12352100
• PubChem Substance ID: 329761405
• NACRES: NA.22

Properties

• vapor pressure: 5.57 psi ( 20 °C)
• Quality Level: 100
• form: liquid
• quality: Arxada quality
• manufacturer/tradename: Arxada AG
• concentration: 99.0-100.3 % (w/w) (T)
• impurities: ≤1.00% chloropropylsulfonyl isocyanate
• refractive index: n20/D 1.447 (lit.)
• bp: 107 °C (lit.)
• mp: −44 °C (lit.)
• density: 1.626 g/mL at 25 °C (lit.)
• SMILES string: ClS(=O)(=O)N=C=O
• InChI: 1S/CClNO3S/c2-7(5,6)3-1-4
• InChI key: WRJWRGBVPUUDLA-UHFFFAOYSA-N

Description

Application

• Pharmaceutical intermediates: A study explored the synthesis and carbonic anhydrase inhibitory properties of sulfamides derived from Chlorosulfonyl isocyanate, demonstrating its potential in the development of new therapeutic agents, particularly for treating conditions involving carbonic anhydrase enzymes (Aksu et al., 2013).
• Stereochemical synthesis applications: Chlorosulfonyl isocyanate was utilized for the stereoselective amination of chiral benzylic ethers in the total synthesis of (+)-sertraline, showcasing its critical role in the precise construction of complex pharmaceuticals (Lee et al., 2011).
• One-pot synthetic transformations: The compound′s use in one-pot conversion of trimethylsilyl ethers into urethanes was highlighted, further applied to synthesize novel neuromodulators like carisbamate. This illustrates Chlorosulfonyl isocyanate′s versatility in facilitating efficient and innovative synthetic routes in medicinal chemistry (Dong et al., 2008).

Safety Information

• Pictograms: GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H314,H317,H334
• Precautionary Statements: P261 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
• Supplementary Hazards: EUH014
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): >230.0 °F
• Flash Point(C): > 110 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves