2'-Hydroxy-5'-methylacetanilide TCI H1442

Chemical Identity

CAS No.: 6375-17-3
PubChem: CID 292583·SID 253660344
Formula: C9H11NO2
Molecular weight: 165.19 g/mol
Purity: >98.0%(HPLC)(N)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: N-(2-hydroxy-5-methylphenyl)acetamide
SMILES: CC1=CC(=C(C=C1)O)NC(=O)C
InChIKey: DSEQJUPGRWESKP-UHFFFAOYSA-N

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2'-Hydroxy-5'-methylacetanilide is an acetanilide derivative that carries a hydroxyl group ortho to the amide group and a methyl group para to that same amide. Structurally, the compound is a substituted aminophenol whose amine function has been acetylated, so a single simple molecule combines an aromatic ring, a phenol group, and an amide group. In the laboratory, this material is widely used as a building block for organic synthesis and, at the same time, as a model compound for studying the behaviour of acetanilide derivatives, whose structural relatives are well known in the pharmaceutical field.

The property that makes this compound particularly interesting is the spatial proximity between the phenolic hydroxyl group and the amide group in the ortho position, which allows an intramolecular hydrogen bond to form. This internal hydrogen bonding influences solubility, the acidity of the phenol, and the compound's tendency to undergo cyclisation to a benzoxazole under certain reaction conditions. The amide group is relatively stable, yet it can be hydrolysed in a controlled manner to release the parent aminophenol, while the methyl group on the ring contributes electronic and steric effects that help direct the position of substitution on the ring.

In Indonesian laboratories, a compound of this kind is typically used in organic synthesis work at university and institutional research groups, in industrial R&D units, and in analytical development laboratories. It suits multi-step preparations where a functionalised aromatic intermediate is needed, as well as teaching and method-development work in which a well-defined acetanilide derivative serves as a reference structure. Supplied under the TCI brand, it fits routine bench-scale use where consistent, catalogued starting materials are required.

Related TCI products

Organic synthesis building block: the combination of phenol, amide, and aromatic ring in one small molecule gives several handles for further functionalisation in multi-step preparations.
Benzoxazole precursor chemistry: the ortho relationship between the phenolic hydroxyl and the amide group allows cyclisation to a benzoxazole ring under appropriate reaction conditions, making it a convenient entry point.
Model compound for acetanilide studies: researchers use it to examine how substituted acetanilide derivatives behave, since its structural relatives are widely recognised in pharmaceutical chemistry contexts.
Controlled amide hydrolysis work: the relatively stable amide group can be hydrolysed in a controlled way to release the parent aminophenol, useful for deprotection and mechanistic studies.
Hydrogen bonding and substitution investigations: intramolecular hydrogen bonding affects solubility and phenol acidity, while the ring methyl group provides electronic and steric direction for substitution experiments.

Brand	TCI (Tokyo Chemical Industry), catalogue code H1442
CAS number	6375-17-3
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	available in standard TCI catalogue research pack sizes; please confirm the size required when ordering
Physical form	—
Storage	keep in the tightly closed original container, in a cool, dry, well-ventilated place away from light

Chemical name: 2'-Hydroxy-5'-methylacetanilide

Store the container tightly closed in a cool, dry, well-ventilated area, protected from direct sunlight and away from strong oxidising agents and sources of ignition. The original manufacturer packaging is the most suitable container; if transfer is necessary, use clean, chemically compatible, well-labelled glass or plastic vessels. Handle the material inside a fume hood, and wear a laboratory coat, safety glasses, and suitable chemical-resistant gloves. Avoid raising or inhaling dust, avoid contact with skin and eyes, and wash hands thoroughly after handling. Keep containers closed when not in use to limit moisture uptake, and always consult the manufacturer's safety data sheet before working with the compound and before arranging waste disposal.

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