Chemical Identity and Properties

1-(4-Amino-3-methoxyphenyl)ethanone (SKU E728593) is a substituted acetophenone in which the para position of the phenyl ring carries a primary amine (–NH2) and the meta position carries a methoxy group (–OCH3). The molecular formula is C₉H₁₁NO₂ and the molecular weight is approximately 165.19 g/mol.

The compound possesses three reactive sites that can participate independently or cooperatively in chemical transformations: (1) the amine group, susceptible to acylation, reductive alkylation, diazotization, and condensation reactions; (2) the carbonyl of the acetyl group, available for nucleophilic addition, Baeyer–Villiger oxidation, or condensation; and (3) the methoxy group, which can be demethylated under harsh acidic or Lewis-acid conditions to expose a free phenol.

Physical properties such as exact melting point, boiling point, density, and purity specification should be confirmed against the Certificate of Analysis (CoA) supplied with each lot of E728593, as these values may vary between batches.

Safe Handling, Storage, and Waste Disposal

Personal Protective Equipment (PPE): Wear chemical-splash goggles, a lab coat, and nitrile gloves when handling this compound. Aromatic amines as a chemical class carry potential health hazards; minimize skin contact and inhalation of dust or vapors. Work in a well-ventilated laboratory or fume hood.

Storage: Store E728593 in a tightly sealed container, away from heat, ignition sources, and strong oxidizing agents. A cool, dry location (typically 2–8 °C or room temperature as specified on the product label) is recommended. Keep separate from food and feed products. Confirm specific storage temperature on the product label or CoA.

Spill Management: Contain small spills with inert absorbent material (e.g., vermiculite or dry sand). Transfer to a labeled waste container. Avoid generating dust. Clean the area with water.

Waste Disposal: Dispose of this compound and contaminated materials in accordance with local, regional, and national regulations governing hazardous chemical waste. Do not discharge to drains or waterways. Consult your institution's Environmental Health and Safety (EHS) office for guidance.

Note: Always consult the Safety Data Sheet (SDS) for E728593 before first use. SDS information supersedes any general guidance provided here.

Applications in Organic and Medicinal Chemistry

The bifunctional nature of 1-(4-Amino-3-methoxyphenyl)ethanone makes it a valuable building block in multiple synthetic contexts:

• Pharmaceutical intermediates: The free amine can be selectively acylated or coupled with activated carboxylic acids to form amides, which are common pharmacophores in drug candidates. The adjacent methoxy group can influence ring electronics and modulate the binding affinity of resulting compounds.
• Heterocyclic synthesis: The amine and ketone functionalities can cooperate in forming nitrogen-containing heterocycles such as benzimidazoles, quinoxalines, and related scaffolds upon reaction with appropriate bifunctional partners (e.g., 1,2-diketones, o-phenylenediamines).
• Dye and pigment chemistry: Aminoacetophenone derivatives are established intermediates in azo dye synthesis via diazotization of the amine followed by azo coupling.
• Material science research: Methoxy-substituted aromatic ketones have been explored as photoinitiators and as monomers for functional polymer synthesis.

Researchers should optimize reaction conditions (solvent, temperature, protecting-group strategy) empirically for each target transformation, as the reactivity balance between the amine and the ketone will depend strongly on the reagents employed.

Ordering, Quality, and Regulatory Considerations

Ordering: 1-(4-Amino-3-methoxyphenyl)ethanone is available from Aladdin Scientific under SKU E728593. Contact your regional Aladdin representative or visit the Aladdin Scientific website to request a quotation, check current stock availability, and obtain the most recent SDS and CoA.

Quality and purity: Aladdin Scientific provides a Certificate of Analysis with each shipment. Researchers should verify purity (typically assessed by GC or HPLC), melting point, and spectroscopic data (NMR, MS) against the CoA before use in sensitive assays or multi-step syntheses.

Regulatory and export considerations: Although this compound is not itself a controlled substance, export and import regulations may apply depending on the destination country. Purchasers are responsible for ensuring compliance with all applicable local regulations. Contact Aladdin's customer service team for documentation support.

Returns and claims: If the product does not meet the stated specification, contact Aladdin Scientific customer service within the stated return window (see Aladdin's Returns and Refunds policy) and retain original packaging and the CoA for reference.