3-Chloro-4-aminotrifluorotoluene

Updated: 2026-07-15

Overview

3-Chloro-4-aminotrifluorotoluene is a fluorinated aromatic compound serving as a versatile building block in specialty chemical synthesis. Its molecular structure combines a reactive amino group, chloro substituent, and electron-withdrawing trifluoromethyl group, enabling diverse chemical transformations. The compound is primarily manufactured in China and India for global pharmaceutical and agrochemical supply chains. As a B2B chemical, it typically ships in multi-kilogram quantities with purity levels ranging from 95% to 99%. Industrial users value its stability during storage and predictable reactivity in substitution and coupling reactions. The trifluoromethyl group in particular enhances the lipophilicity and metabolic stability of final products.

Physical and Chemical Properties

This crystalline solid exhibits moderate thermal stability with a melting point range of 70-74°C. The trifluoromethyl group significantly lowers the compound's basicity compared to non-fluorinated aniline derivatives, while maintaining the amino group's nucleophilic character. UV-Vis spectroscopy typically shows maximum absorption around 280-290 nm. The chloro substituent activates the aromatic ring for electrophilic substitution at the ortho and para positions relative to the amino group. In solvent systems, it demonstrates better solubility in polar aprotic solvents like DMF and DMSO than in water (<0.1 g/L at 20°C). The compound shows stability under inert atmospheres but may discolor upon prolonged air exposure.

Main Applications

Approximately 60% of global production is consumed by the pharmaceutical industry for synthesizing trifluoromethyl-containing drug candidates. It serves as a key intermediate in antiviral and CNS-active compounds, where the CF3 group improves blood-brain barrier penetration. Leading applications include HIV protease inhibitors and antidepressant formulations. In agrochemicals, the compound is used to manufacture herbicides and fungicides with enhanced leaf adhesion and rainfastness. Smaller quantities are utilized in specialty dyes and liquid crystal materials. Emerging applications include metal-organic frameworks (MOFs) where its dual functionality aids in framework construction.

Safety and Storage

As an aromatic amine, this compound requires strict handling protocols. The primary hazards include skin sensitization potential and acute toxicity if ingested (LD50 oral rat: ~500 mg/kg). Work areas should have adequate ventilation, and chemical-resistant gloves (nitrile or neoprene) are mandatory during handling. Storage recommendations include amber glass or HDPE containers with nitrogen blanketing for long-term preservation. Incompatible materials include strong oxidizers and acids that may cause hazardous decomposition. Spill management requires absorption with inert material followed by disposal as hazardous waste according to local regulations.

B2B Procurement Guide

When sourcing 3-chloro-4-aminotrifluorotoluene, buyers should prioritize suppliers with GMP certification for pharmaceutical-grade material. Key specifications to verify include: purity (HPLC ≥98%), moisture content (<0.5%), and heavy metal limits. Batch-to-batch consistency is critical for process chemistry applications. Logistics considerations include temperature-controlled transport for tropical climates and proper hazardous material documentation. Many suppliers offer toll manufacturing services for derivative production. Minimum order quantities typically start at 100kg, with price breaks at metric ton volumes. Payment terms commonly range from LC at sight to 30-day credit for established buyers.