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142662

Sigma-Aldrich

Chlorosulfonyl isocyanate

98%

Sinonimo/i:

CSI

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About This Item

Formula condensata:
ClSO2NCO
Numero CAS:
Peso molecolare:
141.53
Beilstein:
1237247
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Tensione di vapore

5.57 psi ( 20 °C)

Livello qualitativo

Saggio

98%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.447 (lit.)

P. eboll.

107 °C (lit.)

Punto di fusione

−44 °C (lit.)

Densità

1.626 g/mL at 25 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

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

InChI

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

Informazioni sul gene

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Descrizione generale

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.

Applicazioni

  • 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.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Rischi supp

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

>230.0 °F

Punto d’infiammabilità (°C)

> 110 °C

Dispositivi di protezione individuale

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


Certificati d'analisi (COA)

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I clienti hanno visto anche

Slide 1 of 4

1 of 4

Synthetic Communications, 22, 2729-2729 (1992)
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
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.
Tetrahedron Letters, 47, 129-129 (2006)
Synthetic Communications, 23, 2151-2151 (1993)

Protocolli

To optimize hydrolysis using β-glucuronidase, factors such as incubation time, temperature, hydrolysis pH, enzyme source, and enzyme concentration must be evaluated for each glucuronide metabolite to be analyzed.

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