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Quinoline-8-sulfonyl chloride

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Identification
Molecular formula
C9H6ClNO2S
CAS number
959-21-9
IUPAC name
quinoline-8-sulfonyl chloride
State
State

Quinoline-8-sulfonyl chloride is typically observed in its solid state at room temperature. Its crystalline structure makes it stable under standard laboratory conditions.

Melting point (Celsius)
81.50
Melting point (Kelvin)
354.65
Boiling point (Celsius)
318.00
Boiling point (Kelvin)
591.15
General information
Molecular weight
225.69g/mol
Molar mass
225.6890g/mol
Density
1.4200g/cm3
Appearence

Quinoline-8-sulfonyl chloride typically appears as a white to pale yellow crystalline solid. Its fine crystalline nature can lend it a distinctive texture, and the color may vary slightly based on purity and specific batch characteristics.

Comment on solubility

Solubility of Quinoline-8-sulfonyl Chloride

Quinoline-8-sulfonyl chloride, with the chemical formula C9H6ClN1O2S, possesses unique solubility characteristics that can be quite intriguing in the realm of organic chemistry.

This compound is generally described as being soluble in:

  • Polar solvents such as dimethyl sulfoxide (DMSO),
  • Chloroform,
  • Dichloromethane (DCM),
  • Acetonitrile, and
  • Ether.

However, it demonstrates limited solubility in:

  • Water,
  • Alcohols (such as ethanol), and
  • Non-polar solvents.

Such solubility behavior can often be attributed to the presence of its functional groups, since the sulfonyl chloride moiety tends to increase polarity. To put it in context, one might say: "The solubility of quinoline-8-sulfonyl chloride in polar solvents facilitates its use in various chemical reactions, such as nucleophilic substitutions."

Ultimately, understanding the solubility of quinoline-8-sulfonyl chloride can greatly enhance its application in synthetic chemistry and pharmaceuticals, enabling chemists to use it effectively within various laboratory settings.

Interesting facts

Interesting Facts about Quinoline-8-sulfonyl Chloride

Quinoline-8-sulfonyl chloride is a fascinating compound known for its unique chemical properties and applications in a variety of fields. This compound belongs to the class of sulfonyl chlorides, which are known for their reactivity and serve as important intermediates in organic chemistry.

Key Characteristics

  • Versatile Reagent: Quinoline-8-sulfonyl chloride is widely used in organic synthesis, particularly in the preparation of sulfonamides and other sulfonyl derivatives.
  • Fluorescent Properties: The quinoline moiety contributes to interesting fluorescent properties, making it useful in luminescent materials and pharmaceutical applications.
  • Biological Activity: Compounds containing quinoline structures often exhibit significant biological activities, including antimicrobial and antitumor effects.

Applications

Here are some notable applications of quinoline-8-sulfonyl chloride:

  • Pharmaceutical Synthesis: The compound plays a critical role in the synthesis of complex pharmaceutical agents.
  • Bioconjugation: It is used in bioconjugation techniques to label biomolecules for studies in drug delivery systems.
  • Chemical Probes: Researchers utilize quinoline-8-sulfonyl chloride as a chemical probe in biological assays, helping to unveil cellular mechanisms.

Fun Fact

Interestingly, the name "quinoline" is derived from the Latin word "quina", referring to the cinchona bark, which has historical significance as a source of quinine—a well-known antimalarial compound. This highlights the deep connections between various compounds and their natural origins.

In summary, quinoline-8-sulfonyl chloride demonstrates the intricate relationship between structure and function in chemistry, opening doors for innovative research and applications in various scientific fields.

Synonyms
18704-37-5
8-QUINOLINESULFONYL CHLORIDE
8-Chlorosulfonyl-1-benzazine
8-Quinolylsulfonyl chloride
Quinoline-8-sulfonic acid chloride
8-chlorosulfonylquinoline
5ZIK3TJS9M
NSC-91506
DTXSID90171975
DTXCID3094466
242-515-5
Quinoline-8-sulfonyl chloride
MFCD00006808
917102-35-3
Quinoline-8-sulphonyl chloride
8-Quinolinesulfonylchloride
EINECS 242-515-5
UNII-5ZIK3TJS9M
NSC 91506
BRN 0156347
8-quinolinylsulfonyl chloride
chloro-8-quinolylsulfone
8quinolinesulfonyl chloride
8-quinoline sulfonylchloride
quinoline-8-sulfonylchloride
SCHEMBL51046
8-quinoline-sulfonyl chloride
5-22-07-00567 (Beilstein Handbook Reference)
8-Quinoline sulfonyl chloride
8-quinolinyl sulfonyl chloride
SCHEMBL29663898
Sulfonyl chloride, 8-quinoline-
8-CHINOLINSULFONYL CHLORIDE
8-Quinolinesulfonyl chloride, 98%
NSC91506
quinoline-8-sulphonic acid chloride
BBL013899
SBB017541
STK500723
AKOS000309929
QUINOLINESULFONYL CHLORIDE, 8-
CS-W014696
FQ41780
SB40802
AS-17663
DB-186677
NS00048040
Q0016
EN300-77792
8-Quinolinesulfonyl chloride, >=96.0% (AT)
Q27263105
F2163-0003