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4-Chlorobenzenesulfonyl chloride

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Identification
Molecular formula
C6H4Cl2O2S
CAS number
98-60-2
IUPAC name
4-chlorobenzenesulfonyl chloride
State
State

At room temperature, 4-chlorobenzenesulfonyl chloride is a solid. It is usually encountered as a crystalline powder that can vary in color from white to pale yellow.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.15
Boiling point (Celsius)
253.50
Boiling point (Kelvin)
526.65
General information
Molecular weight
191.06g/mol
Molar mass
191.0560g/mol
Density
1.5650g/cm3
Appearence

4-Chlorobenzenesulfonyl chloride appears as a white to light yellow crystalline solid. It may present as a powder and has a distinct pungent odor due to its reactive chloride group. This compound can cause irritation to the respiratory system upon inhalation of its dust or vapors.

Comment on solubility

Solubility of 4-chlorobenzenesulfonyl chloride

4-chlorobenzenesulfonyl chloride, with the chemical formula C6H4ClO2S, exhibits distinctive solubility properties that are pertinent to its applications in organic synthesis and other chemical reactions. Understanding its solubility is crucial for effective use.

Solubility Characteristics:

  • Polar Nature: This compound has a polar sulfonyl group, which generally enhances its solubility in polar solvents.
  • Dissolution in Organic Solvents: 4-chlorobenzenesulfonyl chloride is typically soluble in organic solvents such as chloroform, acetone, and ether.
  • Water Solubility: It shows limited solubility in water due to its non-polar chlorobenzene ring, indicating a preference for organic media.

In practical terms, researchers often prefer using this compound in organic reactions where non-aqueous solvents are employed. It's noteworthy to mention that:

  • Low water solubility affects the reaction conditions; thus, alternatives must be considered.
  • Temperature and pH of the solvent can influence solubility, highlighting the need for specific conditions during experimentation.

In summary, while 4-chlorobenzenesulfonyl chloride reveals efficient solubility in certain organic solvents, its limited solubility in water underscores its tailored usage in reaction environments. As with many chemical compounds, the understanding of solubility not only aids in effective handling but also enhances the potential for innovative applications.

Interesting facts

Interesting Facts About 4-Chlorobenzenesulfonyl Chloride

4-Chlorobenzenesulfonyl chloride is a fascinating compound within the realm of organic chemistry. Its unique structure and reactivity make it an essential intermediate in various chemical syntheses. Here are some captivating insights about this compound:

  • Key Reactivity: This compound acts as a powerful electrophile, primarily due to the presence of both the sulfonyl and chloride groups. As a result, it readily participates in nucleophilic substitution reactions, making it invaluable for various chemical transformations.
  • Applications: 4-Chlorobenzenesulfonyl chloride is widely utilized in the synthesis of pharmaceuticals, agrochemicals, and dyes. Its ability to introduce sulfonyl groups selectively can facilitate the creation of complex molecules with diverse functionalities.
  • Research Significance: In current research, this compound is often employed in the development of sulfonamide-based drugs, showcasing its importance in medicinal chemistry. Researchers are continually exploring new ways to harness its properties for innovative applications.
  • Safety Considerations: Like many chemical reagents, 4-chlorobenzenesulfonyl chloride is highly reactive and must be handled with care. Proper safety measures and protocols should always be in place when working with such compounds to mitigate associated risks.
  • Historical Context: The styrene-based analogs of this compound have paved the way for significant advancements in synthetic methodology. Understanding the reactivity patterns of 4-chlorobenzenesulfonyl chloride has led to numerous synthetic improvements over the decades.

As a student or researcher in chemistry, appreciating the role of compounds like 4-chlorobenzenesulfonyl chloride can deepen your understanding of organic synthesis and its numerous applications. The intricate balance between reactivity and stability in such compounds is a testament to the complexity of chemical interactions.

Synonyms
4-Chlorobenzenesulfonyl chloride
98-60-2
4-chlorobenzene-1-sulfonyl chloride
Benzenesulfonyl chloride, 4-chloro-
p-Chlorophenylsulfonyl chloride
p-Chlorobenzenesulfonyl chloride
4-chloro-benzenesulfonyl chloride
4-Chlorobenzenesulphonyl chloride
4-chlorobenzenesulfonylchloride
Benzenesulfonyl chloride, p-chloro-
4-CHLOROPHENYLSULFONYL CHLORIDE
p-Chlorbenzensulfochlorid
MFCD00007439
HSDB 5318
Chlorid kyseliny p-chlorbensulfonove
NSC 6956
EINECS 202-685-3
BRN 0511583
UNII-H55O3362D6
Benzenesulfonic acid, 4-chloro-, chloride
NSC-6956
p-Chlorobenzenesulfochloride
4-chlorobenzene sulfonylchloride
DTXSID4059174
ZLYBFBAHAQEEQQ-UHFFFAOYSA-
EC 202-685-3
4-11-00-00114 (Beilstein Handbook Reference)
H55O3362D6
4-CHLOROPHENYLSULFONYL CHLORIDE [HSDB]
p-Chlorbenzensulfochlorid [Czech]
p-Chlorobenzenesulfonyl Chloride; p-Chlorophenylsulfonyl Chloride;
Chlorid kyseliny p-chlorbensulfonove [Czech]
p-chlorobenzenesulphonyl chloride
4-Chlorobenzene-1-sulfonyl Chloride; 4-Chlorophenylsulfonyl Chloride; NSC 6956;
4-chlorobenzenesulfonic acid chloride
pChlorbenzensulfochlorid
WLN: WSGR DG
pChlorophenylsulfonyl chloride
SCHEMBL67558
4-chlorophenylsulfonylchloride
p-chlorobenzenesulfonylchloride
4chlorobenzenesulfonyl chloride
pChlorobenzenesulfonyl chloride
4-chloro-phenylsulfonylchloride
4-chlorobenzensulfonyl chloride
4-chlorobezenesulfonyl chloride
4-chlorobenzenesulphonylchloride
p-chlorobenzene sulfonylchloride
4-chloro-benzenesulfonylchloride
4-Chlorophenylsulphonyl chloride
p-chlorobenzene sulphonylchloride
p-chlorobenzene-sulphonylchloride
4 -chlorophenylsulfonyl chloride
DTXCID7049057
p-chlorobenzene sulfonyl chloride
4-chloro benzenesulfonyl chloride
4-chlorobenzene sulfonyl chloride
4-chlorobenzene-sulfonyl chloride
Benzenesulfonyl chloride, pchloro
p-chloro phenyl sulfonyl chloride
para-chlorobenzensulfonyl chloride
4-Chlorophenyl sulphonyl chloride
Benzenesulfonyl chloride, 4chloro
NSC6956
4-chlorobenzene-sulphonyl chloride
Chlorid kyseliny pchlorbensulfonove
4-chloro -benzenesulfonyl chloride
4-chloro-benzene sulphonyl chloride
BCP27394
CS-D1665
STL145903
4-chlorobenzenesulphonic acid chloride
p-chlorobenzenesulphonic acid chloride
AKOS000119208
para-chlorophenylsulfonic acid chloride
4-Chlorobenzenesulfonyl chloride, 97%
Benzenesulfonic acid, 4chloro, chloride
PS-10914
SY001330
DB-028822
NS00002462
EN300-18993
D70673
Q27279656
4-Chlorobenzenesulfonyl chloride, technical grade, 95%
F2190-0564
Z104472128
202-685-3