N-Methylallylamine

Updated: 2026-07-25

Overview

N-Methylallylamine is an aliphatic secondary amine with a reactive allyl group, making it valuable for chemical synthesis. First synthesized in the early 20th century, it has gained importance in modern specialty chemical production. The compound's bifunctional nature allows it to participate in both nucleophilic substitution reactions (via the amine group) and addition reactions (through the double bond). Industrial production typically involves the reaction of allyl chloride with methylamine under controlled conditions. Major global suppliers are located in China, Germany, and the United States, with production volumes closely tied to demand from the pharmaceutical sector.

Physical and Chemical Properties

As a low molecular weight amine, N-Methylallylamine exhibits characteristic properties including high volatility (vapor pressure ~200 mmHg at 20°C) and moderate water solubility. The compound's flash point is -7°C, classifying it as a highly flammable liquid. Its pKa of ~10.6 makes it a stronger base than typical aliphatic amines. Chemically, it undergoes typical amine reactions like acylation and alkylation, while the allyl group participates in Michael additions and polymerization reactions. The compound shows instability when exposed to strong oxidizers, acids, or elevated temperatures, potentially leading to hazardous decomposition.

Main Applications

In pharmaceuticals, N-Methylallylamine serves as a key intermediate for synthesizing β-amino alcohols and N-containing heterocycles found in CNS drugs and antihistamines. Approximately 60% of production is consumed by this sector. The agrochemical industry utilizes it for producing fungicides and plant growth regulators with allyl functionality. Polymer chemists employ it as a modifier for epoxy resins and polyurethanes, where it improves crosslinking density. Emerging applications include its use in specialty surfactants and corrosion inhibitors for oilfield chemicals. Recent patents highlight its potential in chiral catalyst synthesis for asymmetric hydrogenation.

Safety and Storage

Proper handling requires chemical-resistant gloves (nitrile or neoprene), vapor-proof goggles, and explosion-proof equipment due to flammability risks. Storage tanks should be nitrogen-purged and equipped with pressure relief valves, maintaining temperatures below 25°C. Copper or brass components must be avoided as they can catalyze decomposition. Spill management involves absorption with inert materials like vermiculite, never using combustible absorbents. Firefighting requires alcohol-resistant foam—water spray may be ineffective. First aid measures include immediate flushing of exposed areas with copious water for at least 15 minutes and oxygen administration if inhalation occurs.

B2B Procurement Guide

Industrial buyers should prioritize suppliers with ISO 9001 certification and batch-wise QC documentation. Key specifications to verify include purity (HPLC ≥98%), water content (<0.5%), and absence of heavy metals (<10 ppm). Common packaging includes 200kg galvanized steel drums or 1000kg IBC containers with proper UN certification for flammable liquids. For international shipments, ensure compliance with IMDG Class 3, PG II regulations. Consider Just-In-Time delivery for this shelf-life sensitive chemical. Some manufacturers offer toll manufacturing options for derivative synthesis, which may reduce transport risks for end-users.