Chlorosulfonyl isocyanate
Chlorosulfonyl isocyanate (CAS: 1189-71-5), with the linear formula ClSO2NCO and a molecular weight of 141.53, is a highly reactive and versatile chemical reagent. It is primarily utilised as a building block in organic synthesis for the preparation of diverse nitrogen-containing compounds. Its applications span the creation of amides, lactams, triazocinones, and the introduction of protected amino groups in complex molecule synthesis, making it valuable in research and development.
- IUPAC
- N-Carbonylsulfamyl chloride,CSI
- Synonyms
- N-Carbonylsulfamyl chloride, CSI
Synthesis of Amides and Lactams
Chlorosulfonyl isocyanate is a key reagent for efficiently preparing amides and lactams. Its reactivity allows for straightforward conversion into these important functional groups, which are prevalent in pharmaceuticals and materials science.
Preparation of Triazocinones
This compound has been employed in the synthesis of novel triazocinone structures. These heterocyclic compounds are of interest in medicinal chemistry for potential biological activities.
Introduction of Amino Groups
Chlorosulfonyl isocyanate facilitates the regio- and diastereoselective introduction of protected amino groups. This capability is crucial in the stereocontrolled synthesis of chiral, polyhydroxylated piperidines and other complex organic molecules.
Reagent for Sulfamide Synthesis
The reagent is utilised in the preparation of novel sulfamides, contributing to the development of new chemical entities with potential therapeutic applications.
Glycosyltransferase Inhibitor Synthesis
Chlorosulfonyl isocyanate has been instrumental in the synthesis and biochemical characterisation of a new class of membrane-associated glycosyltransferase inhibitors, aiding in biochemical research.
| Molecular weight | 141.53 |
|---|---|
| Linear formula | ClSO2NCO |
| Assay | 98% |
| Boiling point | 107 °C(lit.) |
| Density | 1.626 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.447(lit.) |
| Vapour pressure | 5.57 psi (20 °C) |
| Melting point | −44 °C(lit.) |
| Storage temperature | 2-8°C |
| Application | • Chlorosulfonyl isocyanate was used in synthesis and biochemical characterization of new class of membrane-associated glycosyltransferase inhibitors1.• It is synthetically versatile reagent2 and was used in the preparation of amides3, lactams4,5 and triazocinones6.• It was employed in regio- and diastereoselective introduction of a protected amino group in synthesis of chiral, polyhydroxylated piperidines7.• It was used as reagent during the synthesis of novel sulfamides8. |
Hazard statements
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
- H334May cause allergy or asthma symptoms if inhaled
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Transport (UN / ADR) | UN 3265 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 14-22-34-42 |
| Safety statements (S) | 23-26-30-36/37/39-45 |
| Supplemental hazards | Reacts violently with water. |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Gene Information | human ... ABCB1(5243), FPR1(2357) |
|---|
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Chlorosulfonyl isocyanate used for?
+
Chlorosulfonyl isocyanate is used in organic synthesis for the preparation of amides, lactams, triazocinones, sulfamides, and for the introduction of protected amino groups in chiral molecule synthesis. It is also used in the synthesis of glycosyltransferase inhibitors.
What are the CAS number and chemical formula for Chlorosulfonyl isocyanate?
+
The CAS number is 1189-71-5 and the linear formula is ClSO2NCO.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Chlorosulfonyl isocyanate with a purity of 98% (assay). This product is intended for research and laboratory use and is not supplied as USP, BP, or EP grade.
How should Chlorosulfonyl isocyanate be handled safely?
+
Chlorosulfonyl isocyanate is a Danger substance (GHS05, GHS07, GHS08) and is corrosive. It reacts violently with water (H314, supplemental hazard). Handle with extreme care, using appropriate personal protective equipment including faceshields, goggles, gloves, and a suitable respirator (e.g., full-face respirator US, type ABEK EN14387). Ensure adequate ventilation and avoid contact with water.
How is Chlorosulfonyl isocyanate shipped and exported?
+
Chlorosulfonyl isocyanate is shipped as UN 3265, Hazard Class 8, Packing Group II. Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals.
How can I request a sample or quote for Chlorosulfonyl isocyanate?
+
To request a sample or a quote for Chlorosulfonyl isocyanate, please contact our sales team through the website or by phone, providing your details and the quantity required.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis