(4-Formyl-3-methoxy-phenoxy)-acetic acid is an aromatic phenoxyacetic acid derivative bearing a phenoxy-linked acetic acid side chain and a substituted phenyl ring with formyl and methoxy substituents. The molecule contains a carboxyl functional group characteristic of acetic acid derivatives and an aldehyde (formyl) group that provides a reactive carbonyl handle, while the aromatic ether oxygen connects the ring to the acetic acid methylene. It is used in synthetic chemistry and chemical biology workflows as a functionalized amino-acid-like building block for preparing conjugatable aromatic carboxylic acids, including probes and intermediates where the aldehyde can be used for subsequent derivatization and the carboxyl group can be used for coupling chemistry.
CAT No: CP27522
CAS No:84969-24-4
Synonyms/Alias:84969-24-4;2-(4-formyl-3-methoxyphenoxy)aceticacid;4-FORMYL-3-METHOXY-PHENOXYACETICACID;4-formyl-3-methoxyphenoxyaceticacid;(4-formyl-3-methoxyphenoxy)aceticacid;AC1MTYNP;Ambap84969-24-4;SCHEMBL3292757;CTK5F3618;MolPort-003-941-344;5-(Carboxymethoxy)-2-formylanisole;ZINC2522683;KM2263;2-methoxy-4-carboxymethoxybenzaldehyde;AKOS015991218;RP12223;4-(Carboxymethoxy)-2-methoxybenzaldehyde;AJ-37217;AK124176;EN002848;OR029473;OR146844;(4-Formyl-3-methoxy-phenoxy)-aceticacid;DB-056834;KB-191566
(4-Formyl-3-methoxy-phenoxy)-acetic acid is an aromatic ether-based acetic acid bearing a phenoxy linkage with an aldehyde (formyl) and a methoxy substituent on the aromatic ring. As a functionalized amino-acid-like building block, it is commonly handled as a carboxylic acid for chemical synthesis workflows where the aldehyde provides a convenient site for subsequent derivatization. Its defined substitution pattern makes it useful in medicinal chemistry intermediate development, linker construction, and analytical reagent preparation where controlled functional-group positioning is required.
1. Pharmaceutical Intermediate Synthesis
(4-Formyl-3-methoxy-phenoxy)-acetic acid is used as a specialty intermediate in medicinal chemistry programs that require an aldehyde-bearing aromatic acetic acid motif. Researchers in process chemistry and small-molecule discovery frequently incorporate this scaffold into analog series via aldehyde-directed transformations, enabling rapid access to downstream heterocycles, Schiff base derivatives, or conjugation-ready intermediates while retaining the carboxylic acid handle for further functional-group interconversion. The phenoxy-acetic acid framework supports modular assembly strategies where the aldehyde is leveraged as a late-stage functional handle rather than being introduced from more complex precursors.
2. Bioconjugation Linker Development
(4-Formyl-3-methoxy-phenoxy)-acetic acid is applied in chemical biology settings where an aldehyde-functional linker is needed to connect aromatic fragments to biomolecule-derived materials. The aldehyde group enables formation of reversible adducts with nucleophilic partners under appropriate conditions, supporting workflows such as probe pre-assembly and controlled conjugate generation before final stabilization or downstream coupling steps. The presence of the carboxylic acid also supports subsequent derivatization to activated ester or amide-forming derivatives, which is useful for constructing linker architectures for peptide or protein labeling studies in research laboratories.
3. Aldehyde-Based Derivatization Reagent
(4-Formyl-3-methoxy-phenoxy)-acetic acid serves as a defined aldehyde building block for derivatization chemistry in analytical and synthetic R&D. Its aldehyde functionality allows targeted formation of characteristic derivatives used to confirm structure, tune chromatographic behavior, or generate reference materials for method development. The methoxy-substituted phenoxy-acetic acid scaffold provides consistent aromatic electronic properties, which can be advantageous when preparing standards or intermediate derivatives that must behave reproducibly across LC/GC workflows.
4. Polymer And Surface Functionalization
(4-Formyl-3-methoxy-phenoxy)-acetic acid is used to introduce an aldehyde-bearing aromatic acetic acid functionality into polymer and surface modification pipelines. Materials scientists often convert the carboxylic acid into coupling-ready forms and then use the aldehyde group as a reactive site for subsequent attachment steps to surfaces, crosslinkable networks, or polymer side chains. This combination of a stable carboxylic acid anchor and a reactive aldehyde handle supports modular material design where functional-group density and spatial presentation are tuned through controlled incorporation of the building block.
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