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Vanillic acid

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Identification
Molecular formula
C8H8O4
CAS number
121-34-6
IUPAC name
3,4-dihydroxy-5-methoxy-benzoic acid
State
State

At room temperature, vanillic acid is typically in a solid state. It presents itself as a stable compound under normal conditions.

Melting point (Celsius)
208.00
Melting point (Kelvin)
481.15
Boiling point (Celsius)
286.50
Boiling point (Kelvin)
559.65
General information
Molecular weight
168.15g/mol
Molar mass
168.1510g/mol
Density
1.4370g/cm3
Appearence

Vanillic acid is a white crystalline solid with a slightly pleasant odor. It is typically found in the form of crystalline powder or needle-like crystals. When pure, it appears as a pristine white substance, though it may have a slightly off-white or yellowish tint due to impurities or prolonged exposure to air.

Comment on solubility

Solubility of 3,4-Dihydroxy-5-methoxy-benzoic acid

3,4-Dihydroxy-5-methoxy-benzoic acid, a compound with intriguing structural features, exhibits variable solubility properties that are essential for its applications in different fields. Understanding its solubility can provide insights into its utilization, biological activity, and synthesis. Here are some key points regarding its solubility:

  • Polar Nature: The presence of multiple hydroxyl (-OH) groups contributes to a degree of polarity, enhancing solubility in polar solvents like water.
  • Solvent Dependence: Its solubility may shift depending on the solvent system, showing better solubility in organic solvents such as ethanol and methanol compared to non-polar solvents.
  • pH Influence: The solubility of this compound is also pH-dependent; in acidic conditions, the carboxylic acid group can remain in its non-ionized form, potentially increasing solubility.
  • Temperature Effects: Increasing temperature often improves solubility, as solute molecules tend to disperse more in heated solvents.

In summary, while 3,4-dihydroxy-5-methoxy-benzoic acid is relatively soluble in polar solvents, its solubility characteristics are influenced by several factors, including solvent type, pH, and temperature. This understanding is crucial for its effective application in various chemical processes and formulations.

Interesting facts

Interesting Facts about 3,4-Dihydroxy-5-methoxy-benzoic acid

3,4-Dihydroxy-5-methoxy-benzoic acid, often lauded for its structural complexity and intriguing biological properties, is a compound found prominently in various natural sources. Here are some fascinating insights about this compound:

  • Natural Origin: This compound is derived from plants, particularly in the family of Rhamnaceae. It can be found in certain species of Rhamnus and is associated with traditional medicinal uses.
  • Antioxidant Properties: Research highlights the antioxidant potential of this compound, making it a subject of interest for scientists studying natural products that can combat oxidative stress in cells.
  • Anti-inflammatory Effects: Preliminary studies suggest that 3,4-dihydroxy-5-methoxy-benzoic acid may exhibit anti-inflammatory effects, which could be beneficial in treating various inflammatory conditions.
  • Pharmacological Studies: Due to its unique structure, this compound attracts attention in pharmacology, with studies investigating its effects on cellular processes which could inform drug development.
  • Chemistry of Phenolic Compounds: As a phenolic acid, this compound contributes to our understanding of how phenolic structures can impact both chemical reactivity and biological activity, making it a valuable subject in organic chemistry.

In the words of famed chemist Robert H. Grubbs, “Innovations in chemistry are often driven by our exploration of nature’s intricate designs.” This sentiment rings true for the study of 3,4-dihydroxy-5-methoxy-benzoic acid, as it exemplifies how nature continues to inspire scientific advancements.

Understanding the multifaceted applications and properties of 3,4-dihydroxy-5-methoxy-benzoic acid not only enriches our knowledge of organic chemistry but also enhances our pursuit of novel therapeutics derived from natural compounds.

Synonyms
3,4-dihydroxy-5-methoxybenzoic acid
3934-84-7
3-O-Methylgallic acid
3,4-Dihydroxy-5-methoxy-benzoic acid
5-hydroxyvanillic acid
4,5-Dihydroxy-m-anisic acid
gallic acid 3-methyl ether
MFCD00016518
Benzoic acid, 3,4-dihydroxy-5-methoxy-
CHEMBL5283256
8JA4OZ7166
3-methoxy-4,5-dihydroxybenzoic acid
4,5-dihydroxy-3-methoxybenzoic acid
3-Methoxy-4,5-Bis(Oxidanyl)benzoic Acid
UNII-8JA4OZ7166
3,4-Dihydroxy-5-methoxy-benzoic acid; 4,5-Dihydroxy-m-anisic acid; Gallic acid 3-methyl ether; 5-Hydroxyvanillic acid; 3-Methoxygallic acid
3-methylgallic acid
EINECS 223-512-8
3,4-Dihydroxy-5-methoxy-benzoicacid
methylgallic acid,3-o-
SCHEMBL975675
CHEBI:28647
DTXSID10192561
HY-N2009
BDBM50610876
GEO-01103
AKOS005256836
AC-6626
DS-4064
FD70441
PROTOCATECHUIC ACID, 5-METHOXY-
PD158077
SY101288
DB-069798
CS-0018329
NS00030568
5-Hydroxyvanillic acid;3-O-Methylgallic acid
C05616
3,4-Dihydroxy-5-methoxybenzoic acid, AldrichCPR
Q27103809
7WR