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Chlorosulfonyl Isocyanate

CAS No.:
1189-71-5
Catalog Number:
AG0034LR
Molecular Formula:
CClNO3S
Molecular Weight:
141.5336
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Product Description
Catalog Number:
AG0034LR
Chemical Name:
Chlorosulfonyl Isocyanate
CAS Number:
1189-71-5
Molecular Formula:
CClNO3S
Molecular Weight:
141.5336
MDL Number:
MFCD00011608
IUPAC Name:
N-(oxomethylidene)sulfamoyl chloride
InChI:
InChI=1S/CClNO3S/c2-7(5,6)3-1-4
InChI Key:
WRJWRGBVPUUDLA-UHFFFAOYSA-N
SMILES:
O=C=NS(=O)(=O)Cl
EC Number:
214-715-2
UNII:
2903Y990SM
Properties
Complexity:
182  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
140.929g/mol
Formal Charge:
0
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
141.525g/mol
Monoisotopic Mass:
140.929g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
72A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.5  
Literature
Title Journal
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Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: total synthesis of (+)-sertraline. The Journal of organic chemistry 20111216
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Synthesis of substituted N-aryl-N'-Sulfamoyloxazolidin-2-ones with potential antibacterial activity. Recent patents on anti-infective drug discovery 20070601
Observation of an unusually facile fragmentation pathway of gas-phase peptide ions: a study on the gas-phase fragmentation mechanism and energetics of tryptic peptides modified with 4-sulfophenyl isothiocyanate (SPITC) and 4-chlorosulfophenyl isocyanate (SPC) and their 18-crown-6 complexes. Journal of mass spectrometry : JMS 20070301
Regioselective and diastereoselective amination of polybenzyl ethers using chlorosulfonyl isocyanate: total syntheses of 1,4-dideoxy-1,4-imino-D-arabinitol and (-)-lentiginosine. Organic letters 20060831
Efficient access to cyclic ureas via Pd-catalyzed cyclization. Organic letters 20060720
Stereoselective synthesis of highly substituted gamma-lactams by the [3+2] annulation of alpha-siloxy allylic silanes with chlorosulfonyl isocyanate. Organic letters 20060511
Photoelectron spectra and electronic structures of some chlorosulfonyl pseudohalides. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060101
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Diastereoselective synthesis of unsaturated 1,4-amino alcohols as a biologically important moiety. Archives of pharmacal research 20050401
Synthesis, biological, and chiroptical activity of 3-phenyl-clavams. Bioorganic & medicinal chemistry 20040115
Mechanism studies on the CSI reaction with allyl ethers by varying p-substituent. Archives of pharmacal research 20030901
Regioselective and diastereoselective allylic amination using chlorosulfonyl isocyanate. A novel asymmetric synthesis of unsaturated aromatic 1,2-amino alcohols. The Journal of organic chemistry 20030502
Chlorosulfonyl isocyanate reactions with N-(alkoxycarbonyl)-2-azabicyclo[2.2.0]hex-5-enes. Regiospecific two-atom insertion pathways. The Journal of organic chemistry 20030221
Uncatalyzed Friedel-Crafts alkylation of aromatic compounds through reactive benzyl cations generated from N-sulfamoylcarbamates. Organic letters 20030123
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Six-membered cyclic sulfites derived from glucofuranose and 1,2,4-butanetriol. Chirality 20010101
Properties