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142662

Chlorosulfonyl isocyanate

98%

Synonym(s):

N-Carbonylsulfamyl chloride, CSI

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About This Item

Linear Formula:
ClSO2NCO
CAS Number:
1189-71-5
Molecular Weight:
141.53
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848531
EC Number:
214-715-2
Beilstein/REAXYS Number:
1237247
MDL number:
MFCD00011608
Assay:
98%
Form:
liquid
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vapor pressure

5.57 psi ( 20 °C)

Quality Segment

200

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

human ... ABCB1(5243), FPR1(2357)

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

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 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.

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Danger

Hazard Classifications

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

supp_hazards

EUH014

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

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

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