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Squaric Acid

Updated: 2026-08-08

Overview

Squaric acid is a synthetic organic compound with a unique square-shaped molecular structure, giving it its name. It was first synthesized in the 1950s and has since found applications in various industries due to its strong acidity and ability to form stable complexes. The compound is primarily used in the synthesis of dyes, pharmaceuticals, and advanced materials. Despite its simple molecular formula, squaric acid exhibits remarkable chemical properties, including high acidity and the ability to chelate metal ions. These characteristics make it valuable for specialized chemical processes and industrial applications.

Physical and Chemical Properties

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Squaric acid is a white crystalline solid with a density of 1.83 g/cm³. It decomposes at temperatures around 293-295 °C, making it unsuitable for high-temperature applications. The compound is highly soluble in water and polar organic solvents like alcohols, which facilitates its use in liquid-phase reactions. Chemically, squaric acid is a strong diprotic acid (pKa1 ≈ 1.5, pKa2 ≈ 3.4), comparable to mineral acids in strength. It forms stable salts (squarates) and acts as a chelating agent for metal ions, which is useful in coordination chemistry and material science.

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Main Applications

Squaric acid is widely used in the synthesis of dyes and pigments, particularly for its ability to form bright, stable colors. In the pharmaceutical industry, it serves as a building block for antiviral and anticancer agents due to its unique reactivity. In organic electronics, squaric acid derivatives are employed in the development of conductive materials and sensors. Its metal-chelating properties also make it useful in analytical chemistry for extracting and detecting metal ions.

Safety and Storage

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Squaric acid is corrosive and can cause severe skin and eye irritation. Proper personal protective equipment (PPE), including gloves and goggles, should be used when handling it. Adequate ventilation is required to avoid inhalation of dust or vapors. The compound should be stored in a cool, dry place, away from light and moisture, to prevent degradation. Containers must be tightly sealed to avoid contamination and reaction with atmospheric moisture.

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B2B Procurement Guide

When procuring squaric acid, verify the purity level (typically >98%) and request a Certificate of Analysis (COA) from the supplier. Reputable suppliers should provide detailed technical data sheets and safety information. For bulk purchases, consider the stability of the compound during transportation and storage. Prices vary based on purity and quantity, with bulk orders often receiving discounts. Always check supplier certifications to ensure compliance with industry standards.

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