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4-Acetylaminobenzenesulfonyl chloride

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Identification
Molecular formula
C8H8ClNO3S
CAS number
121-60-8
IUPAC name
4-acetamidobenzenesulfonyl chloride
State
State

At room temperature, 4-acetamidobenzenesulfonyl chloride is in a solid state. It usually crystallizes into a well-defined structure characteristic of many aromatic sulfonyl chlorides.

Melting point (Celsius)
151.00
Melting point (Kelvin)
424.15
Boiling point (Celsius)
264.00
Boiling point (Kelvin)
537.15
General information
Molecular weight
249.71g/mol
Molar mass
249.7070g/mol
Density
1.4400g/cm3
Appearence

4-Acetylaminobenzenesulfonyl chloride typically appears as a white to off-white crystalline solid. The compound can also have an odor characteristic of chlorinated organic compounds.

Comment on solubility

Solubility of 4-Acetamidobenzenesulfonyl Chloride

4-Acetamidobenzenesulfonyl chloride, with the chemical formula C8H8ClN2O2S, exhibits some interesting solubility characteristics:

  • Solvent Compatibility: This compound is known to be soluble in a variety of organic solvents. Common solvents include:
    • Dichloromethane
    • Acetone
    • Ethyl acetate
    • Dimethylformamide (DMF)
  • Water Solubility: The solubility of 4-acetamidobenzenesulfonyl chloride in water is relatively low. It is generally considered to be:
    • Insoluble or slightly soluble in cold water
  • Temperature Effect: Increasing temperature may enhance solubility in organic solvents, making it important to consider temperature conditions during reactions.
  • pH Influence: The behavior of the compound may also depend on the pH of the solution, as the sulfonyl chloride functional group can interact with nucleophiles at varying pH levels.

In summary, while 4-acetamidobenzenesulfonyl chloride is quite soluble in several organic solvents, its solubility in water remains limited. Understanding these solubility characteristics is crucial for effectively utilizing this compound in various chemical applications.

Interesting facts

Interesting Facts about 4-Acetamidobenzenesulfonyl Chloride

4-Acetamidobenzenesulfonyl chloride is a fascinating compound with several notable aspects that make it significant in the field of chemistry, particularly in organic synthesis. Here are some key points to consider:

  • Reactivity: This compound is a versatile reagent used in various chemical reactions, particularly in the synthesis of sulfonamides and other sulfonyl derivatives. Its unique structure makes it highly reactive towards nucleophiles.
  • Pharmaceutical Applications: 4-Acetamidobenzenesulfonyl chloride plays a critical role in drug development. It is often utilized to introduce the sulfonamide group into organic molecules, which is essential for the activity of various pharmaceuticals.
  • Intermediate Role: In the realm of organic chemistry, it serves as an important intermediate in the synthesis of more complex molecules. This intermediate is especially useful in the preparation of dyes and agrochemicals.
  • Safety Precautions: Due to its reactive nature, handling 4-acetamidobenzenesulfonyl chloride requires caution. It is recommended to use protective gear due to its corrosive properties and propensity to release hydrochloric acid upon hydrolysis.
  • Historical Significance: The chemistry surrounding sulfonamides has historical importance, as the discovery of sulfanilamide in the 1930s marked a significant advancement in antibacterial treatments and paved the way for the development of modern antibiotics.

In summary, 4-acetamidobenzenesulfonyl chloride is much more than just a chemical compound; it is a valuable player in the synthesis and development of drugs, contributing to advancements in both pharmaceutical chemistry and medical science.

Synonyms
N-Acetylsulfanilyl chloride
121-60-8
4-Acetamidobenzenesulfonyl chloride
4-Acetamidobenzene-1-Sulfonyl Chloride
4-(ACETYLAMINO)BENZENESULFONYL CHLORIDE
Dagenan chloride
Benzenesulfonyl chloride, 4-(acetylamino)-
4-Acetamidophenylsulfonyl chloride
p-Acetamidobenzenesulfonyl chloride
Acetylsulfanilyl chloride
p-Acetaminobenzenesulfonyl chloride
Acetanilide-p-sulfonyl chloride
Sulfanilyl chloride, N-acetyl-
N4-Acetylsulfanilyl chloride
p-Acetylaminobenzenesulfochloride
4-Chlorosulfonylacetanilide
p-Acetamidophenylsulfonyl chloride
N-Acetylsulphanilyl chloride
p-(Chlorosulfonyl)acetanilide
p-Acetylaminobenzenesulfonyl chloride
UNII-LIX4M9AIVM
HSDB 2712
N-Acetylsulfanilylchloride
N(sup 4)-Acetylsulfanilyl chloride
EINECS 204-485-1
NSC 127860
4'-(Chlorosulfonyl)acetanilide
CCRIS 8936
ASC
DTXSID8026981
Benzenesulfonic acid, 4-acetamido-, chloride
LIX4M9AIVM
MFCD00007442
4-Acetylamino-benzenesulfonyl chloride
NSC-127860
p-Acetyl aminobenzene sulfonyl chloride
DTXCID206981
EC 204-485-1
4-acetamidobenzenesulphonyl chloride
p-Acetamidobenzene sulfonyl chloride
4-Acetylaminobenzenesulfonyl chloride
N-ACETYLSULFANILYL CHLORIDE [MI]
ACETYLAMINOBENZENE SULFONYL CHLORIDE, P-
4-(ACETYLAMINO)BENZENESULFONYL CHLORIDE [HSDB]
4-Acetamidobenzene sulfonyl chloride
1-Chlorosulfonyl-4-acetamidobenzene-d4
4Chlorosulfonylacetanilide
NAcetylsulfanilyl chloride
N4Acetylsulfanilyl chloride
p(Chlorosulfonyl)acetanilide
4-(ACETYLAMINO)-BENZENESULFONYL CHLORIDE
Acetanilidepsulfonyl chloride
Cloreto de N-acetilsulfanila
Sulfanilyl chloride, Nacetyl
SCHEMBL58191
N-acetyl sulphanilyl chloride
Cloruro de N-acetilsulfanililo
Cloruro di N-acetilsolfanilile
4-N-acetylsulphanilyl chloride
pAcetylaminobenzenesulfochloride
Chlorure de N-acetylsulfanilyle
pAcetamidophenylsulfonyl chloride
4Acetamidophenylsulfonyl chloride
CHEMBL3185390
4-acetamidobenzenesulfonylchloride
4acetamidobenzenesulfonyl chloride
pAcetamidobenzenesulfonyl chloride
pAcetaminobenzenesulfonyl chloride
p-acetamidobenzenesulphonylchloride
N(sup 4)Acetylsulfanilyl chloride
4-acetaminobenzenesulfonyl chloride
N-Acetylsulfanilyl chloride, 98%
pAcetylaminobenzenesulfonyl chloride
4-acetamidophenyl sulfonyl chloride
4-acetamino-benzenesulfonyl chloride
4-acetylaminophenylsulfonyl-chloride
4-Acetaminobenzene sulfonyl chloride
4-Acetylaminobenzenesulphonylchloride
p-acetaminobenzene sulphonyl chloride
Tox21_202556
4-acetamido-benzenesulphonyl chloride
BBL010089
MFCD22565760
NSC127860
STK358538
4(acetylamino)benzenesulfonyl chloride
4-acetylaminobenzene sulfonyl chloride
4-Acetylaminobenzenesulphonyl chloride
AKOS000119788
N(4)-ACETYLSULFANILYL CHLORIDE
CS-W012923
DB12337
FA17100
4-acetamid obenzene-1-sulfonyl chloride
4-(acetylamino)benzene sulfonyl chloride
Benzenesulfonyl chloride, 4(acetylamino)
NCGC00260105-01
4-acetylaminobenzenesulfonic acid chloride
AC-10026
AS-13992
BP-22022
CAS-121-60-8
SY350361
Benzenesulfonic acid, 4acetamido, chloride
DB-002824
4-(acetylamino)benzenesulfonic acid chloride
A0074
NS00001718
EN300-19970
Sulfanilyl chloride, N-acetyl-(6CI,7CI,8CI)
A935794
SR-01000944744
doi:10.14272/GRDXCFKBQWDAJH-UHFFFAOYSA-N.1
SR-01000944744-1
Q26841247
F0808-2025
Z104476244
204-485-1
4-(Acetylamino)benzene-2,3,5,6-sulfonyl chloride;NSC 127860;ASC;N-Acetylsufanilyl chloride