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Merck

142662

Sigma-Aldrich

Chlorosulfonyl isocyanate

98%

Sinónimos:

CSI

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About This Item

Fórmula lineal:
ClSO2NCO
Número de CAS:
Peso molecular:
141.53
Beilstein:
1237247
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

presión de vapor

5.57 psi ( 20 °C)

Nivel de calidad

Ensayo

98%

Formulario

liquid

índice de refracción

n20/D 1.447 (lit.)

bp

107 °C (lit.)

mp

−44 °C (lit.)

densidad

1.626 g/mL at 25 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

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

InChI

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

Clave InChI

WRJWRGBVPUUDLA-UHFFFAOYSA-N

Información sobre el gen

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Descripción general

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.

Aplicación

  • 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.

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

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

Riesgos supl.

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

>230.0 °F

Punto de inflamabilidad (°C)

> 110 °C

Equipo de protección personal

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Visite la Librería de documentos

Synthesis and antibacterial activity of sulfonamides. SAR and DFT studies
Boufas, Wahida et al.
Journal of Molecular Structure, 180-185 (2014)
Dale F Shellhamer et al.
The Journal of organic chemistry, 78(2), 246-252 (2012-12-15)
Chlorosulfonyl isocyanate (CSI) is reported to react with hydrocarbon alkenes by a stepwise dipolar pathway to give N-chlorosulfonyl-β-lactams that are readily reduced to β-lactams. Substitution of a vinyl hydrogen for a vinyl fluorine changes the dynamics for reaction with CSI
Synthetic Communications, 22, 2729-2729 (1992)
P Paul et al.
The Journal of biological chemistry, 268(17), 12933-12938 (1993-06-15)
A new class of compounds designed to inhibit membrane-associated glycosyltransferases were synthesized and their biological activities were characterized in liver microsomes and human lymphoma cell lines. These inhibitors are composed of N-acyl phenylaminoalcohol derivatives linked to uridine via different spacers.
Synthetic Communications, 23, 2151-2151 (1993)

Protocolos

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.

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