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2-Chloroethanesulfonyl chloride

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Identification
Molecular formula
C2H4Cl2O2S
CAS number
1622-32-8
IUPAC name
2-chloroethanesulfonyl chloride
State
State
At room temperature, 2-chloroethanesulfonyl chloride is a liquid.
Melting point (Celsius)
-17.00
Melting point (Kelvin)
256.15
Boiling point (Celsius)
209.50
Boiling point (Kelvin)
482.65
General information
Molecular weight
162.55g/mol
Molar mass
162.5460g/mol
Density
1.4550g/cm3
Appearence

2-Chloroethanesulfonyl chloride is a colorless to pale yellow liquid. It tends to fume in moist air due to hydrolysis, releasing hydrogen chloride. Its corrosive nature makes it a compound to be handled with caution, and it has a pungent odor typical of sulfonyl chlorides.

Comment on solubility

Solubility of 2-chloroethanesulfonyl chloride

2-chloroethanesulfonyl chloride, with its unique structure, exhibits specific solubility characteristics that are important to consider. Here are some insights:

  • In Water: 2-chloroethanesulfonyl chloride is generally soluble in water due to the presence of the sulfonyl group, which can engage in hydrogen bonding.
  • In Organic Solvents: This compound typically shows good solubility in a variety of organic solvents, including:
    • Aromatic solvents such as toluene
    • Aliphatic solvents like hexane
    • Alcohols
  • Temperature Dependence: The solubility of 2-chloroethanesulfonyl chloride may increase with temperature, a common behavior in many chemical compounds.

To sum up, while 2-chloroethanesulfonyl chloride is **soluble** in water and various organic solvents, understanding the specific environments and conditions can further enhance the effectiveness of its applications. Always consider these factors during chemical manipulations to ensure optimal results.

Interesting facts

Interesting Facts about 2-Chloroethanesulfonyl Chloride

2-Chloroethanesulfonyl chloride, also known as chloroethylsulfonyl chloride, is a fascinating compound that plays a significant role in organic synthesis and industrial applications. Here are some key points of interest:

  • Reactivity: This compound is highly reactive due to the presence of both a sulfonyl chloride group and a chloro group. Such reactivity makes it an excellent electrophile in various nucleophilic substitution reactions.
  • Importance in Synthesis: 2-Chloroethanesulfonyl chloride is a valuable intermediate in the synthesis of sulfonamide derivatives. These derivatives are crucial in the development of antibiotics and other pharmaceuticals, showcasing the compound's role in medicinal chemistry.
  • Functional Group Transformations: As a sulfonyl chloride, it can be utilized in transformations involving nucleophiles such as amines, alcohols, and thiols, allowing for the introduction of sulfonyl groups onto organic substrates.
  • Precursor to Other Compounds: This compound can serve as a precursor for the preparation of various functional groups and can be transformed into sulfonamides, sulfoxides, or other sulfonic acid derivatives, thereby broadening its utility in organic chemistry.
  • Safety Considerations: Being a chlorinated compound and a sulfonyl chloride, it should be handled with care. Proper safety precautions, including working in a fume hood and using personal protective equipment, are essential to avoid irritation and toxic exposure.

In summary, 2-chloroethanesulfonyl chloride is not only a key reagent in synthetic organic chemistry but also serves as a testament to the intricate relationships between chemical reactivity and the development of medicinal compounds. As chemists explore its applications further, the potential discoveries and innovations continue to expand.

Synonyms
2-Chloroethanesulfonyl chloride
1622-32-8
(2-Chloroethyl)sulphonyl chloride
Ethanesulfonyl chloride, 2-chloro-
2-Chloroethylsulfonyl chloride
2-Chloroethane sulfochloride
beta-Chloroethanesulfonyl chloride
HSDB 6420
ETHANESULFONYLCHLORIDE, 2-CHLORO-
AET6VQ5A3Q
2-chloro-1-ethanesulfonyl chloride
chloroethanesulfonyl chloride
EINECS 216-594-1
BRN 1751202
DTXSID5061825
4-04-00-00036 (Beilstein Handbook Reference)
2-chloroethanesulfonic acid chloride
2Chloroethane sulfochloride
2Chloroethylsulfonyl chloride
2chloroethanesulfonyl chloride
betaChloroethanesulfonyl chloride
DTXCID3035214
Ethanesulfonyl chloride, 2chloro
216-594-1
2-chloroethane-1-sulfonyl chloride
2-Chloro-ethanesulfonyl chloride
MFCD00007461
2-ChloroethanesulfonylChloride
C2H4Cl2O2S
2-Chloro-1-ethanesulfonyl Chloride; 2-Chloroethanesulfonic Acid Chloride; 2-Chloroethanesulfonyl Chloride; 2-Chloroethylsulfonyl Chloride; ss-Chloroethanesulfonyl Chloride
Chloroethylsulfonylchloride
UNII-AET6VQ5A3Q
2-Chloroethanesulfochloride
chloroethyl sulfonylchloride
Chloroethylsulfonyl chloride
chloroethylsulphonyl chloride
2-chloroethylsulfonylchloride
SCHEMBL51350
Chloroethane sulfonyl chloride
2-chloroethansulfonyl chloride
2-chloroethylsulphonyl chloride
2-Chloroethane sulfonylchloride
2-chloro-ethansulfonyl chloride
2-chloroethanesulphonyl chloride
2-chloroethariesulfonyl chloride
2-Chloroethane sulfonyl chloride
2-chloroethane-sulfonyl chloride
beta-Chloroethylsulfonyl chloride
2-chloro-1-ethanesulfonylchloride
2-chloro-1-ethanesulphonyl chloride
STR04242
.beta.-Chloroethanesulfonyl chloride
2-chloro-1-ethane sulfonyl chloride
STK503664
2-Chloroethanesulfonyl chloride, 96%
AKOS000120369
beta-chloro-ethanesulfonic acid chloride
BP-31052
DB-006085
CS-0007583
NS00025298
EN300-17588
A24440
Q4596871
Z56965859
2-Chloroethanesulfonyl chloride, purum, >=97.0% (AT)
F0001-0582
InChI=1/C2H4Cl2O2S/c3-1-2-7(4,5)6/h1-2H
2-Chloro-ethanesulfonylchlorid;2-Chloroethylsulfonylchloride