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691399

Chlorosulfonyl isocyanate

Arxada quality, 99.0-100.3 % (w/w) (T)

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:
329761405
EC Number:
214-715-2
Beilstein/REAXYS Number:
1237247
MDL number:
MFCD00011608
eCl@ss:
32160702
Form:
liquid
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vapor pressure

5.57 psi ( 20 °C)

Quality Segment

form

liquid

quality

Arxada quality

manufacturer/tradename

Arxada AG

concentration

99.0-100.3 % (w/w) (T)

impurities

≤1.00% chloropropylsulfonyl isocyanate

refractive index

n20/D 1.447 (lit.)

bp

107 °C (lit.)

mp

−44 °C (lit.)

density

1.626 g/mL at 25 °C (lit.)

SMILES string

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

InChI

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

InChI key

WRJWRGBVPUUDLA-UHFFFAOYSA-N

Application

  • Pharmaceutical intermediates: A study explored the synthesis and carbonic anhydrase inhibitory properties of sulfamides derived from Chlorosulfonyl isocyanate, demonstrating its potential in the development of new therapeutic agents, particularly for treating conditions involving carbonic anhydrase enzymes (Aksu et al., 2013).
  • Stereochemical synthesis applications: Chlorosulfonyl isocyanate was utilized for the stereoselective amination of chiral benzylic ethers in the total synthesis of (+)-sertraline, showcasing its critical role in the precise construction of complex pharmaceuticals (Lee et al., 2011).
  • One-pot synthetic transformations: The compound′s use in one-pot conversion of trimethylsilyl ethers into urethanes was highlighted, further applied to synthesize novel neuromodulators like carisbamate. This illustrates Chlorosulfonyl isocyanate′s versatility in facilitating efficient and innovative synthetic routes in medicinal chemistry (Dong et al., 2008).

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Signal Word

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 (personal protective equipment)

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

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