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trans-3-(3,4-dihydroxyphenyl)-N-phenylacrylamide

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Identification
Molecular formula
C16H12N2O3
CAS number
185647-06-1
IUPAC name
2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide
State
State

The compound is typically found in a solid state at room temperature and pressure.

Melting point (Celsius)
188.00
Melting point (Kelvin)
461.15
Boiling point (Celsius)
599.60
Boiling point (Kelvin)
872.75
General information
Molecular weight
274.28g/mol
Molar mass
274.2830g/mol
Density
1.3000g/cm3
Appearence

2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide appears as a crystalline powder or solid, usually light yellow in color.

Comment on solubility

Solubility of 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide

The solubility of 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide, with the chemical formula C16H12N2O3, can be influenced by several factors due to its complex structure. Understanding the solubility characteristics of this compound is essential for its practical applications in various fields.

Factors Affecting Solubility:

  • Polarity: The presence of polar hydroxyl (-OH) groups can enhance solubility in polar solvents.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds may increase its solubility in aqueous solutions.
  • Hydrophobic Regions: The phenyl groups contribute to hydrophobic interactions, potentially decreasing solubility in water.

In general, compounds with such structural features may exhibit increased solubility in organic solvents such as ethanol or DMSO, while their solubility in water may be limited.

It is noteworthy that the pH of the solvent can also play a significant role, as variations may alter the ionization state of the molecule. To summarize, the solubility of 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide is dependent on the combined effects of its functional groups, solvent polarity, and environmental conditions.

Interesting facts

Interesting Facts about 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide

This intriguing compound, known as 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide, offers significant insight into the world of organic chemistry and potential applications in pharmaceuticals and material science. Here are some compelling facts that highlight its importance:

  • Structure and Functionality: The compound features a unique combination of both a cyano group and an amide functional group. These functional groups are key in enhancing reactivity and solubility, making it a versatile candidate in organic syntheses.
  • Potential Pharmaceutical Applications: Compounds with similar structural motifs have been studied for their biological activities, including antioxidant properties and anti-inflammatory effects. This compound is of great interest in medicinal chemistry for its potential therapeutic uses.
  • Synthetic Routes: The synthesis of this compound can inspire students in organic chemistry. It exemplifies how a combination of classical organic reactions, like nucleophilic addition and cyclization, can lead to complex molecular architectures.
  • Phenolic Linkages: The presence of 3,4-dihydroxyphenyl moiety contributes to its reactivity and interaction with biological systems. Phenolic compounds have been widely researched due to their role as antioxidants, which neutralize free radicals and protect cellular integrity.
  • Color and Light Absorption: Compounds similar to this one often exhibit interesting optical properties, such as light absorption and color intensity, which can be explored for applications in dyes and sensors.

In summary, the promise that 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-prop-2-enamide holds is immense. Its unique structure and functional groups not only facilitate diverse applications but also serve as a fundamental study topic for budding chemists eager to explore the intricacies of molecular interactions and reactivity.

Synonyms
AG-494;AG494;Tyrphostin AG 494
2-Propenamide, 2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-
(2E)-2-cyano-3-(3,4-dihydroxyphenyl)-N-phenylprop-2-enamide
SCHEMBL1704988
2-cyano-3-(3,4-dihydroxyphenyl)-N-phenylprop-2-enamide
HKHOVJYOELRGMV-UHFFFAOYSA-N
HMS3266B19
HMS3374K07
N-Phenyl-alpha-cyano-3,4-dihydroxycinnamamide
Q27164322
2-cyano-3-(3,4-dihydroxyphenyl)-N-phenyl-2-propenamide