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2-Hydroxyadipic acid

Updated: 2026-07-18

Overview

2-Hydroxyadipic acid is a dicarboxylic acid with an additional hydroxyl group, making it a versatile intermediate in organic synthesis. It is structurally related to adipic acid but features enhanced reactivity due to the hydroxyl functionality. This compound is primarily used in industrial and pharmaceutical applications, where its bifunctional nature allows for diverse chemical transformations. The synthesis of 2-hydroxyadipic acid typically involves the oxidation of suitable precursors or fermentation processes. Its importance in producing biodegradable polymers and specialty chemicals has driven interest in scalable and cost-effective production methods.

Physical and Chemical Properties

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2-Hydroxyadipic acid is a white crystalline solid with moderate solubility in water and polar solvents like ethanol and methanol. Its molecular structure includes both carboxyl and hydroxyl groups, contributing to its acidity and reactivity in esterification and condensation reactions. The melting point ranges between 120-125°C, though decomposition may occur at higher temperatures. The compound's hydroxyl group enhances its ability to participate in hydrogen bonding, influencing its solubility and crystallization behavior. These properties are critical for its use in polymer chemistry, where controlled reactivity and solubility are essential for desired product outcomes.

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Main Applications

In the chemical industry, 2-hydroxyadipic acid serves as a precursor for biodegradable polyesters and polyamides, contributing to sustainable material development. Its hydroxyl group enables the formation of cross-linked polymers with improved mechanical and thermal properties. The compound is also explored in pharmaceutical synthesis for producing active ingredients and prodrugs. Another emerging application is in specialty adhesives and coatings, where its bifunctionality allows for tailored performance characteristics. Research continues to explore its potential in green chemistry initiatives, leveraging its renewable sourcing and environmentally benign degradation profile.

Safety and Storage

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Handling 2-hydroxyadipic acid requires standard laboratory precautions, including the use of gloves, goggles, and ventilation to avoid exposure. While it is not classified as highly toxic, prolonged contact with skin or eyes may cause irritation. Proper storage involves keeping the compound in a tightly sealed container under dry conditions to prevent moisture absorption. In case of accidental exposure, rinse affected areas with plenty of water and seek medical advice if irritation persists. Disposal should comply with local regulations for organic acids, avoiding release into the environment. Always consult the material safety data sheet (MSDS) for specific guidelines.

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B2B Procurement Guide

When sourcing 2-hydroxyadipic acid, prioritize suppliers with certified quality control processes and transparent documentation. Key factors to evaluate include purity levels (typically 95% or higher), batch consistency, and compliance with industry standards such as ISO or GMP. Request samples for in-house testing to verify suitability for your application. Bulk procurement may offer cost advantages, but ensure storage capacity aligns with shelf-life recommendations. Establish clear terms for delivery, packaging, and handling to minimize risks during transit. Building long-term relationships with reputable suppliers can enhance reliability and access to technical support.

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