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Clodifen

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Identification
Molecular formula
C9H5ClO2
CAS number
56096-15-4
IUPAC name
3-(4-chlorophenyl)prop-2-ynoic acid
State
State

At room temperature, it is typically a solid substance.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
344.30
Boiling point (Kelvin)
617.50
General information
Molecular weight
180.58g/mol
Molar mass
180.5800g/mol
Density
1.3000g/cm3
Appearence

3-(4-Chlorophenyl)prop-2-ynoic acid appears as a white to slightly off-white crystalline powder.

Comment on solubility

Solubility of 3-(4-chlorophenyl)prop-2-ynoic acid

3-(4-chlorophenyl)prop-2-ynoic acid, also known as 4-chlorobenzylpropiolic acid, exhibits intriguing solubility properties that are significant in various applications.

  • Solvent Interaction: This compound is generally sparingly soluble in water due to its hydrophobic aromatic ring, which makes interactions with polar water molecules less favorable.
  • Organic Solvents: However, it demonstrates considerable solubility in organic solvents such as:
    • ethyl acetate
    • dichloromethane
    • ethanol
  • pH Dependence: The solubility can also be affected by the pH of the solution. At lower pH levels, the carboxylic acid group (–COOH) can remain protonated, enhancing solubility.

In summary, while 3-(4-chlorophenyl)prop-2-ynoic acid is poorly soluble in water, it becomes more soluble in organic solvents, which expands its utility in synthetic and medicinal chemistry. This highlights the importance of analyzing solubility in relation to solvent choice for various chemical applications.

Interesting facts

Interesting Facts about 3-(4-Chlorophenyl)prop-2-ynoic Acid

3-(4-Chlorophenyl)prop-2-ynoic acid, often referred to in scientific literature under its IUPAC name, is a compound that embodies several fascinating characteristics and applications. Here are some noteworthy points about this chemical:

  • Structure and Functionality: This compound features a unique structure with a triple bond between carbon atoms, a property that contributes to its reactivity in various chemical reactions.
  • Applications in Pharmaceuticals: It is often used as a building block in the synthesis of various pharmaceutical agents, indicating its importance in drug development.
  • Chlorine Substitution: The presence of the chlorine atom in the aromatic ring significantly affects the compound's electronic properties, making it valuable in designing compounds with desired biological activities.
  • Research Significance: Studies have shown that derivatives of 3-(4-chlorophenyl)prop-2-ynoic acid exhibit anti-inflammatory and analgesic properties, making it a point of interest in medicinal chemistry.
  • Reactivity: The acid functionality of this compound allows for transformations that can lead to more complex organic structures, an essential aspect of synthetic organic chemistry.
  • Environmental Considerations: Understanding the behavior of this compound in the environment is vital, as compounds with similar structures can exhibit varying degrees of persistence and toxicity in ecological systems.

Overall, 3-(4-chlorophenyl)prop-2-ynoic acid serves as a prominent example of how a single molecule can be pivotal across multiple disciplines including medicinal chemistry, environmental science, and organic synthesis. As scientific research progresses, the exploration of this compound may lead to the discovery of new therapeutic agents and enhance our understanding of chemical reactivity.

Synonyms
3-(4-CHLOROPHENYL)PROPIOLIC ACID
3240-10-6
4-Chlorophenylpropiolic acid
Propiolic acid, (p-chlorophenyl)-
4GM85LD7I6
2-(4-CHLOROPHENYL)-2-PROPYNOIC ACID
3-(4-Chlorophenyl)-2-propynoic acid
NSC-408176
UNII-4GM85LD7I6
2-Propynoic acid, 2-(4-chlorophenyl)-
HSDB 2675
DTXSID20186113
4-CHLOROPHENYLPROPYNOIC ACID
Propynoic acid, (4-chlorophenyl)-
NSC 408176
(4-CHLOROPHENYL)-2-PROPYNOIC ACID
2-PROPYNOIC ACID, 3-(4-CHLOROPHENYL)-
4Chlorophenylpropiolic acid
Propiolic acid, (pchlorophenyl)
Propynoic acid, (4chlorophenyl)
DTXCID30108604
2Propynoic acid, 2(4chlorophenyl)
Propiolic acid, (p-chlorophenyl)-(8CI)
2-Propynoic acid, 2-(4-chlorophenyl)-(9CI)
841-890-8
3-(4-chlorophenyl)prop-2-ynoic acid
Propiolic acid, (p-chlorophenyl)- (8CI)
MFCD00046550
p-Chlorophenylpropiolic acid
3-(4-Chlorophenyl)propiolicacid
(4-Chloro-phenyl)-propynoic acid
SCHEMBL2636129
CHEMBL3274820
p-ChlorphenylpropiolsA currencyure
(4-chlorophenyl)-propargylic acid
HXUUKDJAFBRYMD-UHFFFAOYSA-N
NSC408176
3-[4-(Chloro)-phenyl]propiolic acid
AKOS012949869
CS-W006758
FS-3645
SY113947
C3314
EN300-743518