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Merck
CN

26391

Chlorosulfonyl isocyanate

purum, ≥99.0% (AT)

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
EC Number:
214-715-2
UNSPSC Code:
12352100
PubChem Substance ID:
24855894
Beilstein/REAXYS Number:
1237247
MDL number:
MFCD00011608

Key Documents

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InChI key

WRJWRGBVPUUDLA-UHFFFAOYSA-N

InChI

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

SMILES string

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

vapor pressure

5.57 psi ( 20 °C)

grade

purum

assay

≥99.0% (AT)

refractive index

n20/D 1.447 (lit.)

bp

107 °C (lit.)

mp

−44 °C (lit.)

density

1.626 g/mL at 25 °C (lit.)

Gene Information

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

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Other Notes

The most reactive isocyanate known. Review

signalword

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

Regulatory Information

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D.N. Dhar et al.
Synthesis, 437-437 (1986)
J.K. Rasmussen et al.
Chemical Reviews, 76, 389-389 (1976)
J A Picard et al.
Journal of medicinal chemistry, 39(6), 1243-1252 (1996-03-15)
Several series of acyl-CoA:cholesterol O-acyltransferase inhibitors were prepared by the stepwise addition of nitrogen, oxygen, and sulfur nucleophiles to N-chlorosulfonyl isocyanate. The (aminosulfonyl)ureas 3-44 were the most potent inhibitors in vitro, with several compounds having IC50 values < 1 microM.
G Crassous et al.
Biomaterials, 5(3), 153-156 (1984-05-01)
In this paper we report the preparation of a new asymmetric semipermeable styrene-isoprene-styrene block-copolymer membrane. Its modification by addition of gaseous N-chlorosulphonylisocyanate alters neither its permselectivity nor its water permeability rate. This modified membrane possesses an antithrombic activity which depends
C P Sharma et al.
Biomaterials, medical devices, and artificial organs, 12(3-4), 215-233 (1984-01-01)
Natural rubber with C = C bonds had been modified by reaction with chlorosulfonyl isocyanate (CSI) and 70% of the products were obtained, which yielded polyelectrolyte on treatment with NaOH, having sulfamate and carboxylate groups. The polyelectrolyte showed anticoagulant activity.

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