| Identification | More | [Name]
2-CHLOROETHANESULFONYL CHLORIDE | [CAS]
1622-32-8 | [Synonyms]
2-CHLORO-1-ETHANESULFONYL CHLORIDE
2-CHLOROETHANESULFONYL CHLORIDE
2-CHLOROETHANESULPHONYL CHLORIDE
2-chloroethanesulfochloride
2-chloroethanesulfochloride[qr]
2-chloro-ethanesulfonylchlorid
2-chloroethanesulfonylchloride[qr]
2-chloroethylsulfonylchloride
2-chloroethylsulfonylchloride[qr]
beta-chloroethanesulfonylchloride
beta-chloroethanesulfonylchloride[qr]
ethanesulfonylchloride,2-chloro-[qr]
(2-chloroethyl)sulphonyl chloride
2-Chloroethanesulfonyl chloride, 98+%
2-CHLOROETHANESULFONYL CHLORIDE 95+%
2-Chloroethanesulfonoic acid chlorohydride
2-Chloroethane-1-sulfonic acid chloride
2-Chloroethanesulfonic acid chloride | [EINECS(EC#)]
216-594-1 | [Molecular Formula]
C2H4Cl2O2S | [MDL Number]
MFCD00007461 | [Molecular Weight]
163.02 | [MOL File]
1622-32-8.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR SLIGHTLY YELLOW TO BROWN LIQUID | [Melting point ]
3 °C | [Boiling point ]
84-86 °C15 mm Hg(lit.) | [density ]
1.56 g/mL at 25 °C(lit.)
| [vapor pressure ]
15 mm Hg ( 84 °C)
| [refractive index ]
n20/D 1.493(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Refrigerator | [form ]
Liquid | [color ]
Clear slightly yellow to brown | [Water Solubility ]
Reacts with water. | [Sensitive ]
Moisture Sensitive | [BRN ]
1751202 | [InChI]
InChI=1S/C2H4Cl2O2S/c3-1-2-7(4,5)6/h1-2H2 | [InChIKey]
VHCSBTPOPKFYIU-UHFFFAOYSA-N | [SMILES]
C(S(Cl)(=O)=O)CCl | [CAS DataBase Reference]
1622-32-8(CAS DataBase Reference) | [EPA Substance Registry System]
2-Chloro-ethanesulfonyl chloride (1622-32-8) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS05,GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301-H314-H330-H335 | [Precautionary statements ]
P260-P270-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 | [Hazard Codes ]
T+ | [Risk Statements ]
R22:Harmful if swallowed.
R26:Very Toxic by inhalation.
R34:Causes burns.
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
UN 3390 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
KI8060000
| [F ]
10-19 | [TSCA ]
Y | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29049090 | [Hazardous Substances Data]
1622-32-8(Hazardous Substances Data) | [Toxicity]
mouse,LC50,inhalation,250mg/m3/4H (250mg/m3),Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 15(6), Pg. 59, 1971. |
| Hazard Information | Back Directory | [General Description]
A liquid. Density 1.56 g/cm3. Flash point exceeds 230°F. | [Reactivity Profile]
2-CHLOROETHANESULFONYL CHLORIDE is incompatible with strong oxidizing agents, alcohols, amines, alkali. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. | [Air & Water Reactions]
Reacts with water to produce corrosive and toxic gaseous hydrogen chloride. | [Chemical Properties]
CLEAR SLIGHTLY YELLOW TO BROWN LIQUID | [Uses]
2-Chloroethanesulfonyl chloride was used in one-pot sulfonylation/intramolecular thia-Michael protocol for the synthesis of 1,5,2-dithiazepine 1,1-dioxides. It was also used in synthesis of vinyl sulfonamides with a furan, carbocyclic, semi cyclic or acyclic 1,3-diene moiety. | [Application]
As a precursor of the bis-electrophilic synthon vinylsulfonyl chloride, 2-chloroethanesulfonyl chloride can react with a wide range of bis-nucleophilic synthons, such as substituted 2-amino alcohols, to generate 7-membered sultams. This compound can be used in lieu of vinylsulfonyl chloride via a domino elimination– amidation reaction[1-2].
| [References]
[1] Qin Zang. “Synthesis of a Library of 1,5,2-Dithiazepine 1,1-Dioxides. Part 1: A One-Pot Sulfonylation/Thia-Michael Protocol.” Heterocycles 86 2 (2012).
[2] Victor O Rogachev, Peter Metz. “Thermal and high pressure intramolecular Diels–Alder reaction of vinylsulfonamides.” Nature Protocols 1 6 (2007): 3076–3087.
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