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2-Chlorocinnamic Acid

Updated: 2026-07-15

Overview

2-Chlorocinnamic acid is a chlorinated derivative of cinnamic acid, commonly used as an intermediate in pharmaceutical and organic synthesis. Its molecular structure includes a chlorine atom at the ortho position of the phenyl ring, which influences its reactivity and applications. The compound is valued in B2B markets for its role in producing active pharmaceutical ingredients (APIs) and specialty chemicals. Industrially, 2-chlorocinnamic acid is synthesized through the chlorination of cinnamic acid or via condensation reactions involving benzaldehyde derivatives. Its consistent demand in research and manufacturing underscores its importance in fine chemical supply chains.

Physical and Chemical Properties

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As a crystalline solid, 2-chlorocinnamic acid is stable under standard conditions but may degrade upon prolonged exposure to light or humidity. Its melting point ranges between 150-153°C, making it suitable for high-temperature reactions. The chlorine substitution enhances its electrophilic properties, facilitating use in cross-coupling reactions. The compound’s solubility profile favors organic solvents like ethanol and acetone, though it exhibits limited water solubility. This characteristic necessitates careful solvent selection in industrial processes. Analytical techniques such as HPLC and NMR are typically employed to verify purity, which is critical for pharmaceutical applications.

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Main Applications

2-Chlorocinnamic acid serves as a key building block in synthesizing anticoagulants, anti-inflammatory drugs, and other therapeutic agents. Its reactivity enables the formation of complex molecular structures, often via Heck or Suzuki coupling reactions. Additionally, it is utilized in agrochemicals and dyes. Research laboratories employ this compound to study reaction mechanisms or develop new synthetic pathways. In fine chemical manufacturing, its derivatives contribute to fragrances and UV stabilizers. The versatility of 2-chlorocinnamic acid makes it a staple in B2B chemical procurement.

Safety and Storage

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Handling 2-chlorocinnamic acid requires standard laboratory precautions, including gloves, goggles, and ventilation. While it is not highly toxic, prolonged exposure may cause skin or respiratory irritation. Spills should be contained using inert absorbents and disposed of according to local regulations. Storage recommendations include airtight containers in cool, dry environments to prevent degradation. Bulk quantities are often packaged in polyethylene-lined drums to minimize moisture absorption. Safety Data Sheets (SDS) should be reviewed prior to use, particularly for industrial-scale applications.

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B2B Procurement Guide

When sourcing 2-chlorocinnamic acid, prioritize suppliers with ISO certification or GMP compliance, especially for pharmaceutical-grade material. Key procurement criteria include purity (typically ≥98%), batch consistency, and documentation such as Certificates of Analysis (CoA). Global suppliers often quote prices per kilogram, with discounts for bulk orders. Lead times vary but average 2-4 weeks. Consider logistics options like cold-chain shipping for temperature-sensitive batches. Auditing supplier facilities for quality control processes can mitigate risks in long-term partnerships.

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