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Sigma-Aldrich

2-Chloroethanesulfonyl chloride

96%

Synonym(s):

2-Chloro-1-ethanesulfonyl chloride

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About This Item

Linear Formula:
ClCH2CH2SO2Cl
CAS Number:
1622-32-8
Molecular Weight:
163.02
Beilstein:
1751202
EC Number:
216-594-1
MDL number:
MFCD00007461
UNSPSC Code:
12352100
PubChem Substance ID:
24858246
NACRES:
NA.22

vapor pressure

15 mmHg ( 84 °C)

Quality Level

200

Assay

96%

form

liquid

refractive index

n20/D 1.493 (lit.)

bp

84-86 °C/15 mmHg (lit.)

density

1.56 g/mL at 25 °C (lit.)

SMILES string

ClCCS(Cl)(=O)=O

InChI

1S/C2H4Cl2O2S/c3-1-2-7(4,5)6/h1-2H2

InChI key

VHCSBTPOPKFYIU-UHFFFAOYSA-N

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Application

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 vinylsulfonamides with a furan, carbocyclic, semicyclic or acyclic 1,3-diene moiety.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H314,H330,H335

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Victor O Rogachev et al.
Nature protocols, 1(6), 3076-3087 (2007-04-05)
Vinylsulfonamides with a furan, carbocyclic, semicyclic or acyclic 1,3-diene moiety are synthetized via a domino elimination-amidation reaction of 2-chloroethanesulfonyl chloride. Intramolecular Diels-Alder reaction of these vinylsulfonamides with thermal (toluene, 110 degrees C) or high pressure (dichloromethane, 13 kbar) activation provides
Qin Zang et al.
Heterocycles, 86(2), doi:10-doi:10 (2014-01-05)
A novel one-pot sulfonylation/intramolecular thia-Michael protocol is reported for the synthesis of 1,5,2-dithiazepine 1,1-dioxides. Sulfonylation between cysteine ethyl ester/cysteamine and 2-chloroethanesulfonyl chloride, followed by

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