Chlorosulfonyl isocyanate

● Canonical SMILES:C(=NS(=O)(=O)Cl)=O
● Uses: Chlorosulfonyl isocyanate, a highly reactive chemical for chemical synthesis, is used as an intermediate used for production of antibiotics (Cefuroxime, penems), polymers as well as agrochemicals. Product Data Sheet Employed in a regio- and diastereoselective introduction of a protected amino group in a synthesis of chiral, polyhydroxylated piperidines. Generation of ureas from amino groups in a synthesis of benzimidazolones.
Chlorosulfonyl isocyanate (also known as CSI) is a highly reactive and toxic chemical compound with the formula ClSO2NCO. It is an organosulfur compound that consists of a chlorine atom attached to a sulfonyl group (-SO2-) and an isocyanate group (-NCO).CSI is a colorless to pale yellow liquid that is highly reactive due to the presence of the highly electronegative chlorine atom and the isocyanate functionality. It reacts violently with water, alcohols, and primary and secondary amines, releasing toxic gases such as hydrogen chloride (HCl) and sulfur dioxide (SO2).Due to its reactivity, chlorosulfonyl isocyanate is primarily used in organic synthesis reactions as a versatile reagent. It is commonly employed in the production of pharmaceuticals, agrochemicals, dyes, and other organic compounds. It can be used for various transformations such as amidation, carbamate formation, and synthesis of sulfonyl isocyanates.However, considering its highly reactive and toxic nature, chlorosulfonyl isocyanate should be handled with extreme caution. It is important to work with this compound in a well-ventilated area, wear appropriate personal protective equipment (such as gloves, goggles, and a lab coat), and follow proper handling and storage procedures. It is also recommended to refer to the safety data sheet (SDS) for specific instructions and precautions related to this compound.