Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

142662

Sigma-Aldrich

Chlorosulfonyl isocyanate

98%

Synonym(s):

N-Carbonylsulfamyl chloride, CSI

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
ClSO2NCO
CAS Number:
Molecular Weight:
141.53
Beilstein:
1237247
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

5.57 psi ( 20 °C)

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.447 (lit.)

bp

107 °C (lit.)

mp

−44 °C (lit.)

density

1.626 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClS(=O)(=O)N=C=O

InChI

1S/CClNO3S/c2-7(5,6)3-1-4

InChI key

WRJWRGBVPUUDLA-UHFFFAOYSA-N

Gene Information

Looking for similar products? Visit Product Comparison Guide

General description

Chlorosulfonyl isocyanate is classified as an isocyanate and is widely used as a reagent in sulfonylation and carbamoylation reactions.Chlorosulfonyl isocyanate reacts with hydrocarbon alkenes via stepwise dipolar pathway to give N-chlorosulfonyl-β-lactams.

Application

  • Chlorosulfonyl isocyanate was used in synthesis and biochemical characterization of new class of membrane-associated glycosyltransferase inhibitors.
  • It is synthetically versatile reagent and was used in the preparation of amides, lactams and triazocinones.
  • It was employed in regio- and diastereoselective introduction of a protected amino group in synthesis of chiral, polyhydroxylated piperidines.
  • It was used as reagent during the synthesis of novel sulfamides.
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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Supplementary Hazards

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Kadir Aksu et al.
Bioorganic & medicinal chemistry, 21(11), 2925-2931 (2013-04-30)
A series of novel sulfamides incorporating the dopamine scaffold were synthesized. Reaction of amines and tert-butyl-alcohol/benzyl alcohol in the presence of chlorosulfonyl isocyanate (CSI) afforded sulfamoyl carbamates, which were converted to the title compounds by treatment with trifluoroacetic acid or
Aldrichimica Acta, 10, 23-23 (1977)
Tetrahedron Letters, 47, 7289-7289 (2006)
Synlett, 539-539 (1994)
Synthetic Communications, 23, 2151-2151 (1993)

Protocols

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service