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CAS 55302-96-0

5-(2-Hydroxyethyl)amino-o-cresol TCI H1381

5-(2-Hydroxyethyl)amino-o-cresol TCI H1381

Chemical Identity

CAS No.
55302-96-0
PubChem
CID 134396·SID 160871312
Formula
C9H13NO2
Molecular weight
167.20 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
5-(2-hydroxyethylamino)-2-methylphenol
SMILES
CC1=C(C=C(C=C1)NCCO)O
InChIKey
YGRFRBUGAPOJDU-UHFFFAOYSA-N
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TCI H1381 5-(2-Hydroxyethyl)amino-o-cresol is an aminophenol derivative that carries three functional groups at once on a single, simple benzene framework: a phenolic hydroxyl group, a methyl group, and a secondary amino group connected to a hydroxyethyl chain. In the laboratory, this compound serves as a non-heterocyclic building block, that is, a starting material that allows researchers to construct larger molecules through coupling, alkylation, or condensation reactions. The presence of several reactive points on one ring makes it practical for stepwise synthesis without requiring many additional preparation steps.

The property that makes this compound a preferred choice is the electron richness of its aromatic ring. The combination of amino and hydroxyl groups, both strong electron donors, makes the ring highly reactive toward electrophilic and oxidative substitution reactions, which is why this compound is widely used in dye chemistry as a coupling component. The hydroxyethyl chain on the nitrogen adds polarity and solubility in both aqueous and alcoholic solvents, which simplifies formulation and purification. The methyl group positioned ortho to the phenol also directs the regioselectivity of reactions, so that the resulting products are more predictable.

In Indonesian laboratories, this material is typically used in organic synthesis research groups at universities, in dye and colorant chemistry work, and in industrial R&D laboratories that develop intermediate compounds. It is normally handled at the bench scale in fume hoods, weighed out in small portions for multi-step reaction sequences, and kept as part of a building block collection so that synthetic routes can be assembled without waiting on custom preparation of each intermediate fragment.

  • Dye and colorant synthesis, where the electron-rich aromatic ring acts as a coupling component that reacts readily with electrophilic partners to form colored products.
  • Multi-step organic synthesis, since three distinct functional groups on one benzene framework let researchers build larger target molecules without extensive preparatory functionalization steps.
  • Electrophilic substitution studies, because the combined amino and hydroxyl donors strongly activate the ring and give reliable reactivity for comparative mechanistic experiments in teaching and research.
  • Oxidative coupling chemistry, where the aminophenol motif undergoes oxidation readily, making it a convenient substrate for exploring oxidative transformations and their reaction products.
  • Regioselectivity investigations, as the methyl group ortho to the phenol directs incoming substituents and yields more predictable product distributions than unsubstituted aminophenol analogues.

Brand TCI (Tokyo Chemical Industry)
CAS number 55302-96-0
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI catalogue pack sizes; please confirm the currently available packaging when ordering
Physical form —
Storage store in a cool, dry place in a tightly closed container, protected from light and air
  • Product code: H1381

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight and sources of heat or ignition. Because aminophenol derivatives are sensitive to air and light, amber glass or opaque tightly sealed containers are preferred, and the container should be reclosed promptly after each use to limit exposure to atmospheric oxygen and moisture. Handle the material inside a fume hood while wearing safety goggles, chemical-resistant gloves, and a laboratory coat, and avoid direct skin contact, eye contact, and inhalation of dust. Keep the compound separated from strong oxidizing agents and strong acids. Weigh and transfer using clean, dry spatulas and glassware to prevent contamination, and always consult the manufacturer's safety data sheet before first use.

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