247138
Chlorocarbonylsulfenyl chloride
96%
Synonym(s):
(Chlorothio)formyl chloride, Chloroformylsulfenyl chloride
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About This Item
Linear Formula:
ClCOSCl
CAS Number:
Molecular Weight:
130.98
Beilstein:
506318
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
96%
form
liquid
refractive index
n20/D 1.517 (lit.)
bp
98 °C (lit.)
density
1.552 g/mL at 25 °C (lit.)
functional group
chloro
storage temp.
2-8°C
SMILES string
ClSC(Cl)=O
InChI
1S/CCl2OS/c2-1(4)5-3
InChI key
MNOALXGAYUJNKX-UHFFFAOYSA-N
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Application
Chlorocarbonylsulfenyl chloride has been used in the preparation of:
- 5-(1,2,3,4-tetra-O-acetyl-alpha-D-xylopyranos-5S-C-yl)-1,3,4-oxathiazol-2-one
- fluorinated oxathialones
- polyfluoroalkylchlorothioformates
- chlorocarbonylpolyfluoroalkylsulfenate esters
- chlorocarbonylhexafluoroisopropylidenimino sulfenate
- 5-tri-fluoromethyl-2-oxo-1,3,4-oxathiazole
- commercially important N,N-dialkylcarbamoyl chlorides
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
143.6 °F - closed cup
Flash Point(C)
62 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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An improved one-pot cost-effective synthesis of N, N-disubstituted carbamoyl halides and derivatives.
Adeppa K, et al.
Canadian Journal of Chemistry, 88(!2), 1277-1280 (2010)
Keith G McMillan et al.
Carbohydrate research, 341(1), 41-48 (2005-11-03)
5-(1,2,3,4-tetra-O-acetyl-alpha-D-xylopyranos-5S-C-yl)-1,3,4-oxathiazol-2-one (8) has been prepared from glucuronamide in two steps and 73% overall yield by conversion to the tetra-O-acetyl derivative 7 followed by reaction with chlorocarbonylsulfenyl chloride. 5-(2,3,4-Tri-O-acetyl-beta-D-xylopyranosyl)-1,3,4-oxathiazol-2-one (12) was synthesised from D-xylose by a four-step sequence involving conversion to
Some fluorinated heterocyclic and acyclic derivatives of chlorocarbonylsulfenyl chloride.
John EO and Jean'ne MS.
Journal of Fluorine Chemistry, 36(4), 429-438 (1987)
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