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Syringic acid

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Identification
Molecular formula
C9H9O5
CAS number
530-57-4
IUPAC name
3-(4-carboxy-2-methoxy-phenoxy)-4-hydroxy-5-methoxy-benzoic acid
State
State

At room temperature, syringic acid is a solid. As a phenolic acid, it maintains its stability and structure well under ambient conditions when stored properly.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
355.00
Boiling point (Kelvin)
628.15
General information
Molecular weight
198.17g/mol
Molar mass
198.1690g/mol
Density
1.5060g/cm3
Appearence

Syringic acid appears as a white or off-white crystalline powder. It may also take on a slight tan or beige coloration. The crystals are typically fine and needle-like in structure.

Comment on solubility

Solubility of 3-(4-carboxy-2-methoxy-phenoxy)-4-hydroxy-5-methoxy-benzoic acid

The solubility of 3-(4-carboxy-2-methoxy-phenoxy)-4-hydroxy-5-methoxy-benzoic acid in various solvents is influenced by its molecular structure, particularly the presence of functional groups. This compound features both hydrophilic and hydrophobic characteristics:

  • Hydrophilic Groups: The carboxylic acid group (-COOH) significantly increases solubility in polar solvents, especially water.
  • Hydrophobic Groups: The methoxy (-OCH3) substituents may hinder solubility in highly polar solvents, but they can enhance solubility in organic solvents.

As a result, you can typically expect:

  • This compound to be more soluble in aqueous solutions due to the carboxylic acid's tendency to ionize and interact with water molecules.
  • Moderate solubility in organic solvents, where the non-polar character of the methoxy groups can engage in van der Waals interactions.

In practical terms, solubility may also vary based on the specific conditions, such as temperature and pH. It is often observed that:

  • Increasing temperature generally enhances solubility for many organic compounds.
  • Adding bases can increase the ionization of the carboxylic group, further improving solubility in water.

In conclusion, understanding the solubility characteristics of 3-(4-carboxy-2-methoxy-phenoxy)-4-hydroxy-5-methoxy-benzoic acid is essential for applications in pharmaceuticals and material science. The interplay of hydrophilic and hydrophobic components makes it a unique compound with versatile solubility properties.

Interesting facts

Interesting Facts about 3-(4-Carboxy-2-methoxy-phenoxy)-4-hydroxy-5-methoxy-benzoic Acid

This intriguing compound, often referred to in scientific circles due to its complex structure and potential applications, boasts several fascinating characteristics:

  • Therapeutic Potential: The presence of multiple hydroxyl groups in its structure suggests that this compound may possess antioxidant properties, making it potentially useful in pharmaceutical applications.
  • Natural Product Derivation: This compound can be classified among compounds derived from natural sources, which means it could be a product of plant metabolism, hinting at its ecological significance.
  • Functional Groups: Featuring both carboxylic acid and methoxy groups, this compound serves as an interesting subject for studying acid-base reactions and esterification processes in organic chemistry.
  • Research Applications: Ongoing research investigates its role in drug delivery systems, as it could enhance the solubility and efficacy of various therapeutic agents.
  • Analytical Importance: The distinct functional groups can be used as markers in chromatography and spectrometry, aiding in the identification and quantification of closely related compounds in biological samples.

Overall, 3-(4-carboxy-2-methoxy-phenoxy)-4-hydroxy-5-methoxy-benzoic acid represents a unique intersection of organic chemistry and pharmacology, with its complex structure inviting a range of analytical explorations. Its potential to contribute to health sciences and environmental studies makes it a compound worthy of attention.

Synonyms
VANILLIC ACID, 5-(4-CARBOXY-2-METHOXYPHENOXY)-
2555-99-9
DTXSID50180245