China Manufacturer Supply High Quality 4-Methoxybenzylamine CAS 2393-23-9 for sale
China Manufacturer Supply High Quality 4-Methoxybenzylamine CAS 2393-23-9 for sale
China Manufacturer Supply High Quality 4-Methoxybenzylamine CAS 2393-23-9 for sale
China Manufacturer Supply High Quality 4-Methoxybenzylamine CAS 2393-23-9 for sale
China Manufacturer Supply High Quality 4-Methoxybenzylamine CAS 2393-23-9 for sale

China Manufacturer Supply High Quality 4-Methoxybenzylamine CAS 2393-23-9 Wholesale & Bulk

4-Methoxybenzylamine (PMB-NH₂, p-Anisylamine) is an organic compound with the formula CH₃OC₆H₄CH₂NH₂. It's a primary amine featuring a benzyl group with a methoxy (-OCH₃) group attached para to the amine-bearing methylene (-CH₂NH₂) on the benzene ring. Typically a colorless to pale yellow liquid with an amine odor, it's moderately basic.

Its primary importance is as a key building block in organic synthesis, especially in pharmaceuticals (e.g., triptan drugs). It's the precursor for the widely used p-methoxybenzyl (PMB) protecting group, which shields functional groups like alcohols, carboxylic acids, and amines during chemical reactions and is later removed under mild acidic or oxidative conditions. Handle with care (corrosive, toxic).


4-Methoxybenzylamine (often abbreviated as PMB-NH₂ or p-Anisylamine) is an organic compound with the chemical formula CH₃OC₆H₄CH₂NH₂. Here's a breakdown of its key aspects:

Chemical Structure:

    • It consists of a benzylamine core (C₆H₅CH₂NH₂).

    • methoxy group (-OCH₃) is attached to the benzene ring at the para position (opposite to the -CH₂NH₂ group). Hence the name *4*-methoxybenzylamine or *p*-methoxybenzylamine.

    • Structure: CH₃O-C₆H₄-CH₂-NH₂ (where the benzene ring connects OCH₃ and CH₂NH₂ at positions 1 and 4).

      Physical Properties:

    • Appearance: Typically a colorless to pale yellow liquid.

    • Odor: Characteristic amine odor.

    • Boiling Point: Around 220-230 °C (428-446 °F).

    • Density: ~1.06 g/cm³.

    • Solubility: Soluble in common organic solvents (ethanol, ether, dichloromethane, acetone). Slightly soluble in water, but dissolves readily in acidic water (forming water-soluble salts).

    • Basicity: It's a primary aliphatic amine (the -NH₂ group is attached to an alkyl chain, -CH₂-, not directly to the aromatic ring), making it moderately basic (pKa of conjugate acid ~9.5).

      Other Names:

    • p-Methoxybenzylamine (PMBA)

    • (4-Methoxyphenyl)methanamine

    • p-Anisylamine

    • 4-Anisylamine

      Primary Uses:

    • Carboxylic Acids: Forms stable esters (PMB esters) that can be cleaved selectively under mild acidic conditions (like dichloroacetic acid (DCA) or trifluoroacetic acid (TFA)) or oxidative conditions (DDQ, CAN).

    • Alcohols & Phenols: Forms stable ethers (PMB ethers) cleavable under similar acidic or oxidative conditions.

    • Amines: Can be used to protect amines as carbamates (PMB carbamates), cleavable oxidatively.

    • Organic Synthesis Building Block: Its most significant role is as a versatile precursor or intermediate in synthesizing more complex molecules.

    • Protecting Group: The 4-Methoxybenzyl (PMB) group, derived from PMB-NH₂ (often via PMB-Cl or PMB-OH), is widely used as a protecting group in organic synthesis, particularly for:

    • Pharmaceutical Intermediates: Used in the synthesis of various drugs, including migraine medications (e.g., SumatriptanAlmotriptanEletriptan), antibacterial agents, and other bioactive molecules.

    • Agrochemical Intermediates: Used in the synthesis of certain pesticides and herbicides.

    • Corrosion Inhibitors: Used in some formulations.

    • Chemical Research: A common reagent in research labs for developing new synthetic methods or studying reaction mechanisms.

      Safety and Handling:

    • Corrosive: Causes severe skin burns and eye damage.

    • Toxic: Harmful if swallowed, in contact with skin, or inhaled.

    • Flammable: Combustible liquid.

    • Environmental Hazard: Toxic to aquatic life.

    • Handling: Requires strict precautions: Use in a well-ventilated fume hood, wear appropriate PPE (gloves, goggles, lab coat), avoid contact with skin/eyes, avoid breathing vapors/mist. Store in a cool, dry, well-ventilated place away from oxidizers and acids.

In Summary: 4-Methoxybenzylamine is a commercially important aromatic amine primarily valued as a key building block and the source of the PMB protecting group in organic synthesis, especially for pharmaceuticals. Its reactivity stems from the primary amine group (-NH₂) and the electron-donating methoxy group on the aromatic ring. Handle it with care due to its corrosive and toxic nature.


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