TCI I0587 Methyl 4-Isopropoxybenzoate is the methyl ester of 4-isopropoxybenzoic acid: a benzene ring carrying a methyl ester group on one side and an isopropoxy ether group directly opposite it, at the para position. In the laboratory, this compound serves as a non-heterocyclic aromatic building block that supplies a ready-made substituted benzoate framework. The presence of the isopropoxy ether also means the phenol group is already protected in a stable form, so researchers can carry out transformations on the ester portion without having to manage the reactivity of a free hydroxyl at every stage of a synthetic sequence.
The characteristics that make this material a preferred choice are rooted in its electronic and steric properties. The alkoxy group is electron-donating through resonance, so the aromatic ring becomes more electron-rich and its reactivity pattern toward electrophilic substitution and directed metalation is predictable. The methyl ester, meanwhile, is a functional group that is very easy to elaborate further: it can be hydrolyzed to the carboxylic acid, reduced to the benzylic alcohol, converted to an amide by aminolysis, or transformed into a ketone using organometallic reagents. The branching of the isopropyl group adds a defined steric profile around the ether oxygen.
In Indonesian laboratories, a building block of this kind is typically held by university research groups, organic synthesis laboratories, and industrial R&D units that assemble substituted aromatic targets step by step. It is convenient for chemists who want to begin from a para-substituted benzoate scaffold rather than build and protect one from simpler phenolic starting materials, saving preparation steps and reducing the number of protection and deprotection operations required in a multi-step route.
- Multi-step organic synthesis: the para-substituted benzoate framework arrives ready to use, letting researchers enter a synthetic route without first constructing and purifying the aromatic core themselves.
- Ester functional group transformations: the methyl ester can be hydrolyzed to the carboxylic acid, reduced to the benzylic alcohol, or converted to amides, giving one substrate several downstream directions.
- Protected phenol chemistry: the isopropoxy ether holds the phenolic oxygen in a stable protected form, so reactions on the ester proceed without interference from a free hydroxyl group.
- Electrophilic aromatic substitution studies: because the alkoxy substituent donates electron density by resonance, the ring is activated and the regiochemical outcome of substitution can be predicted in advance.
- Directed metalation and organometallic work: the electron-rich, ether-bearing ring provides a predictable platform for metalation chemistry and for conversion of the ester into ketones with organometallic reagents.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 35826-59-6 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Non-Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI research-scale packaging; please confirm the current pack options when ordering |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer label and Safety Data Sheet |
- Catalog number: I0587
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible chemicals such as strong oxidizing agents, strong acids, and strong bases. Keep the material in its original manufacturer container or in a clean, chemically compatible, clearly labeled vessel, and reseal promptly after each use to limit moisture uptake and evaporative loss. Handle in a fume hood using appropriate personal protective equipment, including safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid inhalation of vapor or dust and avoid contact with skin and eyes. Always consult the manufacturer Safety Data Sheet before use, and dispose of residues and contaminated materials in accordance with applicable chemical waste regulations.
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