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Cinnamic acid

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Identification
Molecular formula
C9H8O2
CAS number
140-10-3
IUPAC name
3-(2-hydroxyphenyl)prop-2-enoic acid
State
State

Cinnamic acid is a solid at room temperature.

Melting point (Celsius)
133.00
Melting point (Kelvin)
406.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
148.16g/mol
Molar mass
148.1570g/mol
Density
1.2470g/cm3
Appearence

Cinnamic acid is a white crystalline compound. It generally appears as needle-like crystals or a crystalline powder. The compound is often described as possessing a faint balsamic odor, resembling that of cinnamon.

Comment on solubility

Solubility of 3-(2-hydroxyphenyl)prop-2-enoic acid

The solubility of 3-(2-hydroxyphenyl)prop-2-enoic acid, also known as phenylpropenoic acid, can be influenced by various factors such as temperature, pH, and the presence of solvents. This compound exhibits the following characteristics regarding its solubility:

  • Water Solubility: 3-(2-hydroxyphenyl)prop-2-enoic acid is expected to show moderate solubility in water due to the presence of the hydroxyl (-OH) group which can form hydrogen bonds with water molecules.
  • Organic Solvents: The compound is likely to be more soluble in organic solvents such as ethanol, methanol, or dimethyl sulfoxide (DMSO), making it valuable for various chemical applications.
  • Temperature Effects: Increasing the temperature may enhance solubility, allowing the compound to dissolve more readily in both aqueous and organic solutions.
  • pH Dependency: The solubility may vary with pH, particularly in aqueous solutions, as the carboxylic acid group can either donate a proton or exist as its deprotonated form depending on the solution's acidity.

In summary, the solubility of 3-(2-hydroxyphenyl)prop-2-enoic acid is a complex interplay of molecular interactions and environmental conditions. Understanding these factors is key for its effective use in scientific applications.

Interesting facts

Interesting Facts about 3-(2-Hydroxyphenyl)prop-2-enoic Acid

3-(2-Hydroxyphenyl)prop-2-enoic acid, commonly known as hydroxycinnamic acid, is a fascinating compound that plays a pivotal role in both plant physiology and human health. Here are some noteworthy points about this compound:

  • Natural Occurrence: This acid is found abundantly in various plants, particularly in fruits, vegetables, and herbs. It contributes to the flavor and health benefits of many edible plants.
  • Antioxidant Properties: Hydroxycinnamic acid exhibits strong antioxidant characteristics. It helps combat oxidative stress in the body, thus potentially reducing the risk of chronic diseases.
  • Pharmaceutical Potential: Research has shown that this compound may possess anti-inflammatory, antiviral, and anticancer effects, making it a promising candidate for therapeutic applications.
  • Structural Unique: The presence of both a phenolic hydroxyl group and an α,β-unsaturated carbonyl structure allows this compound to exhibit unique chemical reactivity, which is essential for its biological activity.
  • Role in Metabolism: In plants, hydroxycinnamic acid acts as an important precursor in the biosynthesis of lignin, a key structural component in cell walls that contributes to plant rigidity and growth.

As noted by researchers, “The diverse roles of hydroxycinnamic acid in plants underscore its importance in both ecology and agriculture.”
This compound not only highlights the intricate workings of plant biochemistry but also serves as a reminder of the potential health benefits that come from our natural food sources.

Synonyms
DTXSID70862233
3-(2-Hydroxyphenyl)-2-propenoic acid
DTXCID70811029
583-17-5
ortho-Hydroxycinnamic acid
2-Hydroxy Cinnamic Acid
Orthocumarsaure
UNII-2S0H1PX3LM
2S0H1PX3LM
PMOWTIHVNWZYFI-UHFFFAOYSA-N
HMS3604C08
EINECS 209-500-5
AKOS026677434
SY048367
DB-053896
Q27102874