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Dihydrocaffeic acid

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Identification
Molecular formula
C9H10O4
CAS number
1078-61-1
IUPAC name
3-(2,3-dihydroxyphenyl)propanoic acid
State
State

Dihydrocaffeic acid is typically a solid at room temperature. It is stable under normal conditions and does not readily sublimate or volatilize. The compound can be dissolved in water and organic solvents to some extent.

Melting point (Celsius)
138.00
Melting point (Kelvin)
411.20
Boiling point (Celsius)
332.40
Boiling point (Kelvin)
605.50
General information
Molecular weight
182.17g/mol
Molar mass
182.1730g/mol
Density
1.4630g/cm3
Appearence

Dihydrocaffeic acid is a white to off-white crystalline powder. It is typically available in a powdered form and is known for its slightly bitter taste. Its appearance can vary slightly depending on its level of purity and the specific form in which it is produced.

Comment on solubility

Solubility of 3-(2,3-dihydroxyphenyl)propanoic acid (C9H10O4)

The solubility of 3-(2,3-dihydroxyphenyl)propanoic acid is a notable characteristic that can be attributed to its unique structure. This compound contains hydroxyl groups (-OH) which impart hydrophilicity, enhancing its solubility in various solvents.

Key Points on Solubility:

  • Polar Solvents: 3-(2,3-dihydroxyphenyl)propanoic acid is highly soluble in polar solvents, such as water, due to the ability of the hydroxyl groups to form hydrogen bonds.
  • Non-Polar Solvents: It exhibits lower solubility in non-polar solvents like hexane or benzene, where hydrophobic interactions prevail over polar forces.
  • Temperature Dependence: The solubility may also vary with temperature; generally, an increase in temperature leads to higher solubility in water.

In summary, the solubility profile of 3-(2,3-dihydroxyphenyl)propanoic acid is greatly influenced by its functional groups, making it more soluble in aqueous environments while less so in organic, non-polar mediums. Understanding this solubility behavior is crucial for applications in pharmaceuticals and chemical formulations.

Interesting facts

Interesting Facts about 3-(2,3-Dihydroxyphenyl)propanoic Acid

3-(2,3-Dihydroxyphenyl)propanoic acid is a fascinating compound that lies at the intersection of organic chemistry and biological activity. Here are some key points that highlight its significance:

  • Phenolic Compounds: This acid is closely related to phenolic compounds, which are known for their diverse roles in nature, including antioxidant properties.
  • Biological Activity: Compounds similar to 3-(2,3-dihydroxyphenyl)propanoic acid have shown potential in medicinal chemistry, particularly in the fields of anti-inflammatory and anticancer research.
  • Synthesis: The synthesis of this compound often involves multi-step organic reactions, making it an excellent example of practical applications of synthetic organic chemistry in the lab.
  • Natural Sources: It can be derived from certain natural products, hinting at its importance in plant biochemistry. Plants often use compounds such as this one for protection against herbivores and pathogens.
  • Research Implications: The study of this compound is significant in environmental chemistry as well, particularly in the context of plant metabolism and ecological interactions.

As a student or scientist delving into the world of organic compounds, understanding the properties and applications of 3-(2,3-dihydroxyphenyl)propanoic acid can provide insights into both theoretical and practical aspects of chemistry.

"Chemistry is the science of connections," and this compound serves as a perfect example of how small molecular changes can have profound biological implications and diverse applications.

Synonyms
3714-73-6
3-(2,3-dihydroxyphenyl)propanoic acid
2,3-Dihydroxyphenylpropionic acid
3-(2,3-dihydroxyphenyl)propionic acid
2,3-Dihydroxy-benzenepropanoic acid
2,3-Dhppa
Benzenepropanoic acid, 2,3-dihydroxy-
PUH669YNEK
2,3-DHP
2,3-dihyrroxybenzenepropanoic acid
2,3-dihydroxy-beta-phenylpropionic acid
UNII-PUH669YNEK
MFCD12923244
3-Hydroxymelilotsaure
A1EG2
SCHEMBL244943
CHEBI:18136
DTXSID70958342
3-(2,3-dihydroxyphenyl)propanoicacid
AKOS024162368
AB92796
FD66442
DB-293427
HYDROCINNAMIC ACID, 2,3-DIHYDROXY-
CS-0433327
C04044
C78169
EN300-1846871
.BETA.-(2,3-DIHYDROXYPHENYL)PROPIONIC ACID
Q27102847