Cinnamic acid, p-hydroxycyano-

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Identification

Molecular formula
C10H7NO3
CAS Number
14246-50-7
IUPAC Name
2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
Molecular Weight
189.17g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3820g/cm3
Synonyms
28166-41-8
Interesting facts

Interesting Facts about 2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid

2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid, commonly known for its structural features and functional applications, is a fascinating compound in the realm of organic chemistry.

Chemical Properties

This compound demonstrates unique chemical properties that can be attributed to its:

  • Cyano group: The presence of the cyano (–C≡N) group contributes to the compound's reactivity, allowing it to participate in various chemical reactions, such as nucleophilic substitutions.
  • Hydroxyl group: The hydroxyl (–OH) group is instrumental in the compound's ability to form hydrogen bonds, which enhances its solubility and biological activity.
  • Conjugated system: The double bond in its structure creates a conjugated system, leading to interesting electronic properties that can be exploited in photochemical applications.

Biological Significance

In addition to its chemical attributes, 2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid has garnered attention for its potential biological activities. Key areas of interest include:

  • Antioxidant properties: Compounds like this often exhibit antioxidant activity, neutralizing free radicals and contributing to health benefits.
  • Potential pharmaceutical applications: Research suggests this compound may be useful in the development of new drugs, especially in treating conditions related to oxidative stress.
  • Role in organic synthesis: This compound serves as an intermediate in synthesizing various organic molecules, thus playing a critical role in chemical research and industrial applications.

Applications

2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid is of particular interest in:

  • Material science: Due to its unique electronic and optical properties, it can be utilized in the development of advanced materials.
  • Synthetic chemistry: It serves as a precursor for various derivatives that find use in agrochemicals and pharmaceuticals.
  • Chemical sensors: Its ability to interact with specific ions and molecules offers potential applications in the field of biosensors.

Overall, the exploration and study of 2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid offer exciting possibilities for future research, enhancing our understanding of organic compounds and their multifaceted applications in science and industry.

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