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3-Chlorobenzenesulfonyl chloride

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Identification
Molecular formula
C6H4Cl2O2S
CAS number
114743-36-3
IUPAC name
3-chlorobenzenesulfonyl chloride
State
State

3-Chlorobenzenesulfonyl chloride is typically found as a liquid at room temperature, though it can also solidify under colder conditions to form pale yellow crystals.

Melting point (Celsius)
-1.00
Melting point (Kelvin)
272.15
Boiling point (Celsius)
272.00
Boiling point (Kelvin)
545.15
General information
Molecular weight
207.06g/mol
Molar mass
207.0620g/mol
Density
1.5900g/cm3
Appearence

3-Chlorobenzenesulfonyl chloride is a colorless to light yellow liquid. It may also appear as a pale yellow crystalline solid under certain conditions.

Comment on solubility

Solubility of 3-chlorobenzenesulfonyl chloride

3-chlorobenzenesulfonyl chloride, with the chemical formula C6H4ClO2S, exhibits unique solubility characteristics that are essential for its applications in various chemical processes. The solubility of this compound can be summarized as follows:

  • Polar Nature: Due to the presence of the sulfonyl (–SO2) group, 3-chlorobenzenesulfonyl chloride is generally more polar compared to non-polar organic compounds. This increased polarity influences its solubility in different solvents.
  • Solvent Compatibility: The compound is soluble in a variety of organic solvents, including:
    1. Chloroform
    2. Dichloromethane
    3. Acetone
  • Limited Water Solubility: Despite its polar characteristics, 3-chlorobenzenesulfonyl chloride has limited solubility in water. This restriction is primarily due to the hydrophobic benzene ring, which hinders interaction with water molecules.

As a result of these factors, the solubility of 3-chlorobenzenesulfonyl chloride plays a crucial role in its utility and effectiveness as a reactive intermediate in chemical syntheses.

Interesting facts

Interesting Facts about 3-Chlorobenzenesulfonyl Chloride

3-Chlorobenzenesulfonyl chloride is a fascinating chemical compound with a wide array of applications in organic synthesis and pharmaceuticals. Here are some intriguing insights:

  • Unique Structure: This compound features a chlorobenzene ring attached to a sulfonyl chloride group, making it an important reagent in many chemical reactions.
  • Reactivity: As a sulfonyl chloride, it is highly reactive, particularly with amines and alcohols. This allows it to be used as a potent electrophile, which can facilitate the formation of sulfonamides and other derivatives.
  • Applications:
    • Used in the synthesis of various pharmaceuticals, such as antibiotics and other medicinal agents.
    • Employs in the manufacture of dyes and agrochemicals.
  • Synthetic Utility: It plays a critical role in the formation of sulfonamide groups, which are crucial in the development of numerous drug compounds.
  • Safety Considerations: Due to its reactivity and potential to release hydrochloric acid upon hydrolysis, handling 3-chlorobenzenesulfonyl chloride requires appropriate safety precautions. Always use it in a well-ventilated area with suitable protective gear.

The synthesis of 3-chlorobenzenesulfonyl chloride showcases the beauty of organic chemistry, where the combination of simple organic components can lead to sophisticated and useful products. As one researcher noted, "The versatility of sulfonyl chlorides like this one underscores their importance in modern organic synthesis." It remains a valuable tool in the chemist's arsenal, offering pathways to innovate and create new compounds.

Synonyms
3-Chlorobenzenesulfonyl chloride
2888-06-4
3-Chlorobenzenesulphonyl chloride
DTXSID10183075
EINECS 220-753-0
M-CHLOROBENZENESULPHONYL CHLORIDE
DTXCID20105566
220-753-0
Benzenesulfonyl chloride, 3-chloro-
3-Chlorobenzene-1-Sulfonyl Chloride
3-chlorobenzenesulfonylchloride
m-chlorobenzenesulfonyl chloride
3-chloro-benzenesulfonyl chloride
MFCD00051697
3-chlorophenylsulfonyl chloride
m-Chlorbenzolsulfochlorid
SCHEMBL16000
3-chlorobenzenesulfonylchoride
3-chlorobenzenesulphonylchloride
3-chloro-benzensulfonyl chloride
3-chlorobenzen sulfonyl chloride
3-chlorobenzene sulfonyl chloride
3-chlorobenzene-sulfonyl chloride
3-chloro phenyl sulfonyl chloride
m-chlorobenzene sulphonyl chloride
3-chlorobenzene sulphonyl chloride
3-Chloro-benzenesulphonyl chloride
3-chlorobenzene-1-sulfonylchloride
ALBB-000998
BBL013790
STK500488
3-chloro benzene-1-sulfonyl chloride
AKOS000200660
3-Chlorobenzenesulfonyl chloride, 97%
CS-W015070
SB66913
DB-028454
NS00028569
EN300-17040
Z56862786
F2167-0083