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4-Bromobenzenesulfonyl chloride

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Identification
Molecular formula
C6H4BrClO2S
CAS number
98-58-8
IUPAC name
4-bromobenzenesulfonyl chloride
State
State

At room temperature, 4-bromobenzenesulfonyl chloride is in a solid state, typically as a crystalline powder.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.15
Boiling point (Celsius)
316.00
Boiling point (Kelvin)
589.15
General information
Molecular weight
255.50g/mol
Molar mass
255.5020g/mol
Density
1.7500g/cm3
Appearence

4-Bromobenzenesulfonyl chloride appears as a white to off-white crystalline solid. It may appear in the form of powder or granules, and its crystalline nature gives it a distinctive appearance.

Comment on solubility

Solubility of 4-bromobenzenesulfonyl chloride

4-bromobenzenesulfonyl chloride is an interesting compound when it comes to solubility. Its behavior in various solvents can be characterized by several important points:

  • Polarity: The presence of the sulfonyl (-SO2Cl) group contributes to increased polarity, which typically enhances solubility in polar solvents.
  • Solvent Interaction: This compound is most soluble in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and acetone, where strong solvent-solute interactions facilitate dissolution.
  • Organic Solvents: It demonstrates moderate solubility in common organic solvents, but its solubility can be limited in non-polar solvents due to the bulky bromobenzene structure.
  • Water Solubility: While 4-bromobenzenesulfonyl chloride may show minimal solubility in water, it is not widely soluble due to its hydrophobic aromatic character combined with its polar chloride group.

In summary, the solubility of 4-bromobenzenesulfonyl chloride is influenced by its molecular structure and the nature of the solvent used. Understanding these nuances can be crucial for applications involving this compound.

Interesting facts

Interesting Facts About 4-Bromobenzenesulfonyl Chloride

4-Bromobenzenesulfonyl chloride is a fascinating compound that holds a prominent position in the realms of organic chemistry and pharmaceuticals. Here are some intriguing facts about this compound:

  • Functional Versatility: This compound is not just a simple sulfonyl chloride; it serves as a versatile building block for various synthetic applications, particularly in medicinal chemistry. Its unique structure allows for the introduction of sulfonamide functionalities in a variety of organic molecules.
  • Reactivity: 4-Bromobenzenesulfonyl chloride is highly reactive due to the presence of the sulfonyl chloride group. This reactivity is essential for its application in nucleophilic substitution reactions, where it can effectively introduce the sulfonyl group into other organic compounds.
  • Significance in Drug Development: Compounds containing the sulfonyl group are often found in pharmaceuticals. They play a crucial role in the development of drugs that target various diseases, making 4-bromobenzenesulfonyl chloride a valuable tool in drug discovery.
  • Environmental Considerations: While reagents of this nature are invaluable in synthetic chemistry, they must be handled with care due to potential hazards. Proper laboratory protocols should always be followed to ensure safety and minimize environmental impact.
  • Synthetic Pathways: This compound can be synthesized through several routes, often involving the reaction of 4-bromobenzenesulfonic acid with thionyl chloride. Such pathways reveal the interconnectedness of various chemical reactions and enable chemists to design tailored synthetic strategies.

In conclusion, 4-bromobenzenesulfonyl chloride is not only an interesting compound due to its structural properties and reactivity, but it also plays a significant role in the advancement of chemical research and drug development. As scientists continue to explore its properties, we can expect to uncover more about its potential applications.

Synonyms
4-Bromobenzenesulfonyl chloride
98-58-8
p-Bromobenzenesulfonyl chloride
4-bromobenzene-1-sulfonyl chloride
Benzenesulfonyl chloride, 4-bromo-
4-bromo-benzenesulfonyl chloride
4-Bromobenzenesulphonyl chloride
p-Bromophenylsulfonyl chloride
MFCD00007437
Benzenesulfonyl chloride, p-bromo-
C6347T8FP1
NSC 4506
NSC-4506
EINECS 202-683-2
4-bromobenzene sulfonylchloride
DTXSID9059173
KMMHZIBWCXYAAH-UHFFFAOYSA-
BROMOBENZENESULFONYL CHLORIDE, P-
4-BROMOBENZENESULFONYL CHLORIDE [MI]
4-BromobenzenesulfonylChloride-d4
4-Bromobenzenesulfonylchloride
(4-bromophenyl)chlorosulfone
4-bromobenzensulfonyl chloride
4-bromophenylsulfonyl chloride
brosyl chloride
UNII-C6347T8FP1
4-Bromobenzene sulfonyl chloride
4-bromobenzenesulfonic acid chloride
4-bromophenylsulfonylchloride
SCHEMBL17574
4bromobenzenesulfonyl chloride
4-brombenzenesulfonyl chloride
4-bromobenzenesulfonyl-chloride
4-bromophenylsulphonyl chloride
4-bromophenyl sulfonyl chloride
4-Bromo-phenylsulphonyl chloride
4-bromobenzene-sulfonyl chloride
4-bromophenyl sulphonyl chloride
DTXCID2049056
4-bromo-benzenesulphonyl chloride
p-bromo-benzene sulfonyl chloride
NSC4506
1-bromo-4-benzenesulfonyl chloride
4-bromobenzenesulphonic acid chloride
BBL016373
STL091356
4-Bromobenzenesulfonyl chloride, 98%
AKOS000119209
FB33136
GS-3189
Benzenesulfonyl chloride, p-bromo-(8CI)
B0550
NS00040535
EN300-16926
Q27275239
Z56823552
4-Bromobenzenesulfonyl chloride, purum, >=98.0% (AT)
F0808-2034
4-bromobenzene-1-sulfonyl chloride;p-Bromobenzenesulfonyl chloride