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CAS 56024-44-3

Methyl 3-(4-Hydroxy-3-methoxyphenyl)propionate TCI M1803

Methyl 3-(4-Hydroxy-3-methoxyphenyl)propionate TCI M1803

Chemical Identity

CAS No.
56024-44-3
PubChem
CID 523498·SID 87560984
Formula
C11H14O4
Molecular weight
210.23 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
methyl 3-(4-hydroxy-3-methoxyphenyl)propanoate
SMILES
COC1=C(C=CC(=C1)CCC(=O)OC)O
InChIKey
PDTCYIZPTRRYOT-UHFFFAOYSA-N
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TCI M1803 Methyl 3-(4-Hydroxy-3-methoxyphenyl)propionate is an organic ester built on a guaiacol framework, meaning an aromatic ring that carries a hydroxyl group and a methoxy group on adjacent positions, connected to a propionate chain that terminates as a methyl ester. This structure is closely related to the natural phenolic compounds that are widely studied in natural product research. In the laboratory, the compound serves as a synthetic building block, as a comparison material for the analysis of phenolic compounds, and as a substrate in studies of phenol and ester group reactions.

The property that makes this compound attractive is the presence of the 4-hydroxy-3-methoxyphenyl motif, which is the characteristic feature of ferulic acid and vanillin derivatives. This motif provides the antioxidant character that has been the subject of extensive research, together with a distinctive ultraviolet absorption that is useful for analytical detection purposes. The ester group at the end of the chain provides a reactive handle that is readily converted into a carboxylic acid, an alcohol, or an amide through standard reactions. The flexible propionate chain places distance between the aromatic centre and the ester group, so that reactions at both parts of the molecule can be carried out with relatively little steric interference.

Natural product laboratories in Indonesia carry out a great deal of work on phenolic compounds of this type, and a defined, catalogue-supplied ester such as this one supports that work directly. It is used where a consistent reference structure is needed for comparison against extracted material, and where a synthetic route requires a starting point that already carries the guaiacol substitution pattern. Academic research groups and analytical laboratories both draw on it for method development and for preparative synthesis.

  • Synthetic building block preparation, where the guaiacol-substituted aromatic ring and the terminal methyl ester give two independent reactive sites that can be elaborated separately into larger target molecules.
  • Reference material for phenolic compound analysis, since the defined structure and characteristic ultraviolet absorption allow it to serve as a comparison standard against phenolic fractions isolated from natural sources.
  • Substrate studies of phenol group reactivity, in which the free hydroxyl adjacent to the methoxy group can be alkylated, acylated, or otherwise modified under controlled laboratory conditions for mechanistic work.
  • Ester transformation chemistry, because the methyl ester terminus is readily converted into the corresponding carboxylic acid, alcohol, or amide using standard hydrolysis, reduction, and amidation procedures taught and applied in research laboratories.
  • Antioxidant-related investigations of ferulic acid and vanillin derivatives, where the 4-hydroxy-3-methoxyphenyl motif reproduces the structural feature responsible for the antioxidant behaviour being examined.

Brand TCI
CAS number 56024-44-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the standard catalogue pack sizes offered by TCI; please confirm the required quantity when ordering.
Physical form —
Storage —
  • Chemical name: Methyl 3-(4-Hydroxy-3-methoxyphenyl)propionate
  • Product code: M1803

Store the container tightly closed in a cool, dry place away from direct sunlight and sources of heat or ignition, following the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original container or in a clean, chemically compatible, well-sealed vessel that protects it from moisture and air. Handle the compound in a fume hood or in a well-ventilated working area, and wear appropriate personal protective equipment including a laboratory coat, safety glasses, and chemical-resistant gloves. Avoid contact with skin and eyes and avoid breathing any dust or vapour. Keep the compound separated from strong oxidising agents and strong bases, label all working aliquots clearly, and dispose of residues and contaminated materials through the laboratory's established chemical waste procedure.

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