
CAS Number: 55289-06-0
Chemical Name: 3-Methoxy-2-methylbenzoic acid
IUPAC Name: 3-Methoxy-2-methylbenzoic acid
Synonyms:
2-Methyl-3-methoxybenzoic acid
o-Toluic acid, 3-methoxy derivative
3-Methoxy-o-toluic acid
Molecular Formula: C₉H₁₀O₃
Molecular Weight: ~166.17 g/mol
55289-06-0 is an aromatic carboxylic acid derivative featuring:
A benzene ring (aromatic core)
A carboxylic acid group (–COOH)
A methoxy group (–OCH₃) at the 3-position
A methyl group (–CH₃) at the 2-position
Aromatic ring
Carboxylic acid
Ether (methoxy)
Alkyl substituent
Substituted benzoic acid
Aromatic carboxylic acid derivative
Methoxy-substituted aromatic compound
Appearance: White to off-white crystalline solid
Physical State: Solid
Melting Point: Typically 110–130 °C (depending on purity)
Solubility:
Soluble in organic solvents such as ethanol, methanol, acetone, and ethyl acetate
Slightly soluble in water
Forms salts with bases
Stability:
Stable under standard laboratory conditions; avoid exposure to strong oxidizing agents
The reactivity of 3-Methoxy-2-methylbenzoic acid is influenced by its substituents:
The methoxy group is electron-donating and activates the aromatic ring
The methyl group provides additional electron density
The carboxylic acid group enables salt formation and esterification
Esterification to form methyl or ethyl esters
Amide formation via acid chloride intermediates
Electrophilic aromatic substitution
Decarboxylation under specific conditions
55289-06-0 is widely used as a building block in medicinal chemistry. It is involved in:
Synthesis of anti-inflammatory agents
Development of analgesic compounds
Preparation of heterocyclic pharmaceutical intermediates
Drug modification and optimization studies
The substituted benzoic acid scaffold is frequently used in active pharmaceutical ingredient (API) development.
This compound serves as:
A precursor in herbicide and pesticide intermediate synthesis
A component in specialty agrochemical formulations
A structural building block for biologically active molecules
Used in:
Flavor and fragrance research (as intermediate)
Custom organic synthesis
Advanced aromatic compound production
Polymer additive research
Substituted benzoic acids like 3-Methoxy-2-methylbenzoic acid are highly valuable because they:
Provide functional diversity
Allow easy chemical modification
Offer controlled electronic effects
Serve as versatile precursors in multi-step synthesis
Its balanced combination of electron-donating groups and a reactive acid function makes it suitable for advanced synthetic strategies.
May cause skin and eye irritation
Harmful if swallowed
May cause respiratory irritation if dust is inhaled
Wear gloves and protective eyewear
Use in a well-ventilated area
Avoid direct skin contact
Store in tightly sealed containers
Store in a cool, dry place
Keep away from strong oxidizing agents
Protect from moisture
Maintain container tightly closed
Typical Commercial Purity: 97–99% (Research and Industrial Grade)
55289-06-0 (3-Methoxy-2-methylbenzoic acid) is a substituted aromatic carboxylic acid widely used in pharmaceutical, agrochemical, and specialty chemical synthesis. Its methoxy and methyl substituents enhance its reactivity profile, making it a valuable intermediate in organic chemistry and industrial manufacturing.
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