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Benzenesulfonyl chloride

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Identification
Molecular formula
C6H5ClO2S
CAS number
98-09-9
IUPAC name
benzenesulfonyl chloride
State
State

At room temperature, benzenesulfonyl chloride is a liquid.

Melting point (Celsius)
-43.00
Melting point (Kelvin)
230.15
Boiling point (Celsius)
251.00
Boiling point (Kelvin)
524.15
General information
Molecular weight
176.62g/mol
Molar mass
176.6150g/mol
Density
1.3710g/cm3
Appearence

Benzenesulfonyl chloride appears as a clear, colorless to pale yellow liquid. It has a pungent odor that is typical for sulfonyl chlorides.

Comment on solubility

Solubility of Benzenesulfonyl Chloride

Benzenesulfonyl chloride (C6H5ClO2S) is a crucial compound in various chemical applications, particularly in organic synthesis. When considering its solubility, several key points are noteworthy:

  • Solvent Compatibility: Benzenesulfonyl chloride is soluble in a range of organic solvents, such as chloroform, ether, and benzene. However, it is generally insoluble in water.
  • Polarity Considerations: The solubility of benzenesulfonyl chloride in organic solvents correlates with its polar sulfonyl group, which enhances its interaction with other polar solvents.
  • Applications Influenced by Solubility: Its solubility profile plays a vital role in its utility as a reagent in nucleophilic substitution reactions, affecting reaction conditions and yields.

In summary, benzenesulfonyl chloride demonstrates significant solubility in organic solvents but exhibits a pronounced insolubility in water, making its behavior in different chemical environments a pivotal aspect of its functionality. This solubility characteristic can be encapsulated in the phrase, "Like dissolves like", reinforcing the principle that compounds tend to dissolve in solvents with similar polarities.

Interesting facts

Interesting Facts about Benzenesulfonyl Chloride

Benzenesulfonyl chloride is a fascinating compound in the world of organic chemistry. It is often abbreviated as BSC, and its structure incorporates a benzene ring bound to a sulfonyl chloride group, which makes it a highly reactive agent.

Key Characteristics

  • Reactivity: BSC is known for its role as a sulfonating and chlorinating agent. It readily reacts with a variety of nucleophiles, making it a valuable intermediate in organic synthesis.
  • Use in Synthesis: It is frequently utilized in the synthesis of sulfonamides, which are critical in medicinal chemistry for their antibacterial properties.
  • Role in Hiking: The compound serves as a protective group in organic reactions, preventing the unwanted reaction of functional groups.

Due to its versatile chemistry, BSC has applications in many fields, including pharmaceuticals, agrochemicals, and materials science. As quoted by experts in the field, “The utility of benzenesulfonyl chloride in synthetic organic chemistry cannot be overstated.”

Safety and Handling

While it possesses numerous advantages, it’s important to note that benzenesulfonyl chloride should be handled with caution due to its corrosive nature. Safety measures include:

  • Wearing appropriate personal protective equipment (PPE).
  • Working in a well-ventilated area or fume hood to avoid inhalation of vapors.

In summary, benzenesulfonyl chloride is not just a compound; it is a powerful tool in the arsenal of chemists. Its unique properties and reactivity make it an essential player in the synthesis of complex organic molecules.

Synonyms
BENZENESULFONYL CHLORIDE
98-09-9
Phenylsulfonyl chloride
Benzene sulfochloride
Benzenesulfonic chloride
Benzene sulfonechloride
Benzenosulfochloride
Benzenesulphonyl chloride
Benzenosulfochlorek
Benzenesulfochloride
Benzenesulfonic acid chloride
BENZENE SULFONYL CHLORIDE
Benzolsulfochloride
BSC-refine D
Benezenesulfochloride
Benzenosulphochloride
Benzenesulfon chloride
Benzenesulfonic(acid)chloride
Benzenesulfonic (acid) chloride
RCRA waste no. U020
RCRA waste number U020
Benzenosulfochlorek [Polish]
NSC 2864
UN2225
phenyl sulfonyl chloride
HSDB 6004
Benzene sulphonyl chloride
UNII-OI9V0QJV9N
OI9V0QJV9N
EINECS 202-636-6
BRN 0606926
benzensulfonyl chloride
DTXSID1026619
AI3-18043
benzene sulfonylchloride
NSC-2864
DTXCID706619
EC 202-636-6
BENZENESULFONYL CHLORIDE [MI]
UN-2225
BENZENOSULFOCHLOREK (POLISH)
phenylsulfonylchloride
benzene-1-sulfonyl chloride
BSCrefine D
Benzene sulfochloride; Benzenesulfonic chloride; Benzenesulphonyl chloride; NSC 2864; Phenylsulfonyl chloride
benzolsulfonylchlorid
PhSO2Cl
phenylsufonyl chloride
benzenesulfonyichloride
benzenesulfonyl chlorde
benzenesulfonyl choride
benzenesulfonyl cloride
Benzenesulfonylchloride
benzenesulonyl chloride
bezenesulfonyl chloride
benzenesulphonylchloride
benzenesulfonyl-chloride
phenylsulphonyl chloride
benzenesuIfonyl chloride
phenyl-sulfonyl chloride
benzene sulphonylchloride
benzenesulfonoyl chloride
benzene-sulfonyl chloride
phenyl sulphonyl chloride
WLN: WSGR
m-benzenesulfonyl chloride
4-benzenesulfonyl chloride
phenylsulfonic acid chloride
4-benzene sulfonyl chloride
SCHEMBL17223
benzenesulphonic acid chloride
Benzenesulfonyl chloride, 96%
Benzenesulfonyl chloride, 99%
CHEMBL1479161
NSC2864
BENZENESULFONYL CHLORIDE KIT
CS-D1402
Tox21_200143
AR3950
MFCD00007426
STL283941
AKOS000118823
FB34346
CAS-98-09-9
NCGC00090988-01
NCGC00090988-02
NCGC00090988-03
NCGC00090988-04
NCGC00257697-01
AS-14034
B0036
B1211
NS00004470
EN300-19437
Benzenesulfonyl chloride, for HPLC derivatization
A845807
Benzene sulfonyl chloride [UN2225] [Corrosive]
Benzenesulfonyl chloride, purum, >=97.0% (AT)
Q2660596
F2190-0562