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CAS 4919-37-3

4-Hydroxy-3,5-dimethylbenzoic Acid TCI H0938

4-Hydroxy-3,5-dimethylbenzoic Acid TCI H0938

Chemical Identity

CAS No.
4919-37-3
PubChem
CID 138387·SID 87571294
Formula
C9H10O3
Molecular weight
166.17 g/mol
Purity
>98.0%(HPLC)(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4-hydroxy-3,5-dimethylbenzoic acid
SMILES
CC1=CC(=CC(=C1O)C)C(=O)O
InChIKey
OMNHTTWQSSUZHO-UHFFFAOYSA-N
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4-Hydroxy-3,5-dimethylbenzoic Acid is a substituted benzoic acid that carries a phenolic hydroxyl group flanked by two methyl groups at both neighbouring positions. This symmetrical substitution pattern produces a sterically hindered phenol, a feature widely exploited when chemists need a hydroxyl group in a protected environment. In the laboratory, the compound serves as a building block for the synthesis of polymers, ligands, and target molecules that call for an aromatic framework bearing two clearly defined functionalisation points positioned well apart from one another.

The properties that make it a frequent choice are the combination of steric hindrance and molecular symmetry. The two methyl groups shield the hydroxyl group from unwanted attack while also reducing the tendency toward uncontrolled phenol oxidation, whereas the symmetry of the ring simplifies NMR spectra and makes characterisation data easier to interpret. The carboxylate group at the para position remains free to be esterified, amidated, or coordinated to a metal centre, so the molecule behaves as a rigid linear linker. It is supplied as a crystalline solid with limited solubility in water.

In Indonesian laboratories, this building block is typically used in university research groups and industrial R&D units engaged in organic synthesis, materials chemistry, and coordination chemistry. It is normally purchased in small research quantities, weighed out on an analytical balance, and carried directly into a reaction sequence. Because it is a stable crystalline solid, it is convenient to store in a shared chemical store and to withdraw as needed across several projects over an extended period.

  • Organic synthesis building block: the free carboxylic acid and the hindered phenol give two independent handles, allowing chemists to elaborate each end selectively toward a defined target molecule.
  • Ligand preparation for coordination chemistry: the para-positioned carboxylate coordinates readily to metal centres while the rigid aromatic core enforces a predictable, linear donor geometry.
  • Polymer chemistry: the molecule acts as a rigid linear linker whose two widely separated functional groups make it suitable for constructing extended chains and framework-type materials.
  • Esterification and amidation studies: the unhindered carboxylate reacts cleanly under standard coupling conditions, while the flanking methyl groups protect the phenol from competing side reactions.
  • Sterically hindered phenol chemistry: the two ortho-methyl groups shield the hydroxyl and lower its susceptibility to uncontrolled oxidation, making it a useful model system for hindered-phenol reactivity.

Brand TCI, product code H0938
CAS number 4919-37-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI research pack sizes; please confirm the size required when ordering
Physical form crystalline solid with limited solubility in water
Storage keep in a cool, dry place in a tightly closed container

Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight, heat sources, and strong oxidising agents. The original supplier bottle is the most suitable container; if the material is transferred, use a clean, chemically compatible glass or plastic vessel with a secure closure and a clear label showing the compound name and CAS number. Handle the solid in a fume hood to limit dust formation, and wear a laboratory coat, safety glasses, and chemical-resistant gloves. Avoid contact with skin and eyes and avoid inhaling dust. Weigh out only the quantity required, close the container immediately after use, and consult the supplier safety data sheet before first handling.

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