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Sinapic acid

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Identification
Molecular formula
C11H12O5
CAS number
530-59-6
IUPAC name
3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoic acid
State
State
Sinapic acid is typically a solid at room temperature, and it can be found in its crystalline form.
Melting point (Celsius)
203.00
Melting point (Kelvin)
476.15
Boiling point (Celsius)
403.00
Boiling point (Kelvin)
676.15
General information
Molecular weight
224.21g/mol
Molar mass
224.2090g/mol
Density
1.2158g/cm3
Appearence
Sinapic acid is a white to pale yellow crystalline solid. It is often found in a powdery form and may have a slightly yellow tinge due to its phenolic nature.
Comment on solubility

Solubility of 3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoic acid

The solubility of 3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoic acid is influenced by its functional groups and structural characteristics. This compound contains a phenolic hydroxyl group and multiple methoxy groups, which can enhance interactions with polar solvents. Here are key points regarding its solubility:

  • Polar Solvents: The hydroxyl group makes the compound more soluble in polar solvents such as water and methanol.
  • Nonpolar Solvents: Solubility in nonpolar solvents like hexane is expected to be low due to the hydrophilic nature of the compound.
  • pH Sensitivity: The solubility may also vary with changes in pH, affecting the ionization of the carboxylic acid group.
  • Temperature Dependence: Increased temperature may generally improve solubility in most solvents.

In conclusion, the combination of functional groups in 3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoic acid suggests a tendency for higher solubility in polar environments, with specific behaviors influenced by temperature and pH. It's important to remember that “like dissolves like,” and this compound's hydrophilic characteristics allow for favorable solubility in appropriate solvents.

Interesting facts

Interesting Facts about 3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoic acid

This compound, commonly referred to as a derivative of cinnamic acid, has garnered attention in both academic and practical spheres due to its unique structural features and potential applications. Here are some intriguing facts about this compound:

  • Phenolic Compounds: The presence of a 4-hydroxy group signifies its classification as a phenolic compound, known for various biological activities.
  • Natural Occurrence: Similar compounds are often found in nature, particularly in plants, which are known for their antioxidant properties and roles in plant defense mechanisms.
  • Bioactivity: It has been shown to exhibit significant bioactive properties, including anti-inflammatory and antimicrobial effects, making it a subject of interest for pharmaceutical research.
  • Use in Food Industry: Due to its antioxidant capacity, derivatives of this compound are being explored as natural preservatives in the food industry.
  • Potential in Cosmetics: The skincare industry is increasingly incorporating phenolic compounds for their ability to protect the skin from oxidative stress and enhance skin health.
  • Chemical Synthesis: The compound can also serve as an important intermediate in organic synthesis, providing pathways to more complex molecules.

In summary, 3-(4-hydroxy-3,5-dimethoxy-phenyl)prop-2-enoic acid stands at the intersection of nature and industry. As high-demand applications for plant-derived compounds grow, understanding the properties and functionalities of such derivatives is essential.

Synonyms
UNII-P0I60993EC
CHEBI:77131
NSC-59261
208-487-3
4-Hydroxy-3,5-dimethoxycinnamic acid
3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
(EZ)-sinapic acid
DTXSID40862129
PCMORTLOPMLEFB-UHFFFAOYSA-N
HMS3372O09
BCP25316
HAA36237
3,5-dimethoxy4-hydroxycinnamic acid
AC7708
AKOS028109907
3,5-dimethoxy-4-hydroxy-cinnamic acid
SY018287
DB-022072
D1765
D2932
Sinapinic acid;3,5-Dimethoxy-4-hydroxycinnamic acid
Q27146675
4-Hydroxy-3,5-dimethoxycinnamic Acid, Predominantly trans