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Vanillic acid

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

At room temperature, vanillic acid is a solid.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
320.00
Boiling point (Kelvin)
593.15
General information
Molecular weight
168.15g/mol
Molar mass
168.1490g/mol
Density
1.5600g/cm3
Appearence

Vanillic acid appears as a white to light-yellow crystalline solid. It can have a needle-like or powder form depending on its method of preparation and purification.

Comment on solubility

Solubility of 3-Hydroxy-4-Methoxy-Benzoic Acid

3-Hydroxy-4-methoxy-benzoic acid, also known as salicylic acid derivative, exhibits notable solubility characteristics that are crucial for various applications.

Solubility Characteristics:

  • Water Solubility: This compound is moderately soluble in water. The presence of hydroxyl (-OH) and methoxy (-OCH3) groups enhances its interaction with water molecules, allowing for better solvation.
  • Solvent Compatibility: 3-hydroxy-4-methoxy-benzoic acid is soluble in organic solvents such as ethanol, methanol, and acetone, making it versatile for different chemical processes.
  • pH Influence: The solubility can vary significantly with pH. In acidic conditions, the compound remains largely undissociated, while in basic conditions, ionization can increase its solubility due to the formation of negatively charged species.

As a general observation, the solubility of organic acids like 3-hydroxy-4-methoxy-benzoic acid tends to be mediated by hydrogen bonding and dipole-dipole interactions. These phenomena play a crucial role in determining how well the compound dissolves in various media.

Understanding these solubility properties is essential for anticipating its behavior in different chemical environments and for optimizing its usage in pharmaceuticals, material science, and other chemical applications.

Interesting facts

Interesting Facts about 3-Hydroxy-4-methoxy-benzoic acid

3-Hydroxy-4-methoxy-benzoic acid, commonly known as gentisic acid, is an intriguing compound with several notable aspects that make it worthwhile for further exploration. Here are some captivating facts:

  • Natural Occurrence: Gentisic acid is naturally found in various plants, especially in Gentiana species and certain edible fungi. Its presence in nature highlights its ecological significance.
  • Medicinal Potential: This compound has been the subject of research due to its potential anti-inflammatory and antioxidant properties. Studies suggest that its derivatives may contribute to health benefits.
  • Metabolic Pathway: In the human body, gentisic acid can be formed from the metabolism of certain dietary compounds. It serves as a useful marker for metabolic processes and can provide insights into dietary habits.
  • Chemical Reactions: Gentisic acid can undergo various reactions, including esterification and etherification, which are important for synthesizing other organic compounds. This demonstrates its versatility in organic chemistry.
  • Applications: Beyond its biological significance, gentisic acid finds applications in the formulation of dyes and pigments, taking advantage of its unique structural characteristics.

Moreover, the study of gentisic acid opens up discussions about its structural features, such as the presence of both a hydroxy and a methoxy group, which contribute to its reactivity and interactions. As we delve deeper into the chemistry of gentisic acid, we recognize its potential impact on both ecological systems and human health.

As a scientist or student, wrestling with compounds like 3-hydroxy-4-methoxy-benzoic acid can be both challenging and rewarding. The exploration of its properties and applications not only expands our knowledge but also ignites a passion for the complexities of chemistry.

Synonyms
3-HYDROXY-4-METHOXYBENZOIC ACID
Isovanillic acid
645-08-9
Acide isovanillique
3-Hydroxy-p-anisic acid
3-Hydroxyanisic acid
Benzoic acid, 3-hydroxy-4-methoxy-
p-Anisic acid, 3-hydroxy-
A8D1DUX2PR
EINECS 211-430-5
BRN 2208365
CHEBI:63798
DTXSID40214745
DTXCID70137236
211-430-5
MFCD00002507
CHEMBL88700
4-methoxy-3-oxidanyl-benzoic acid
74309-78-7
3-Hydroxy-4-Methoxy Benzoic Acid
3-Hydroxy-4-methoxy-benzoic acid
Isovanillic acid, 97%
UNII-A8D1DUX2PR
SCHEMBL180473
3-hydroxyl-4-methoxybenzoic acid
ALBB-013960
HY-N6864
3-hydroxy-4-(methyloxy)benzoic acid
BBL027386
BDBM50405313
s5162
STL372962
AKOS000277443
AC-2478
CCG-266344
CS-W014300
FH38016
GS-3245
SY001558
DB-054678
I0295
NS00014856
EN300-99197
Q1674563
Z381356676
InChI=1/C8H8O4/c1-12-7-3-2-5(8(10)11)4-6(7)9/h2-4,9H,1H3,(H,10,11
L6X