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Levulinic Acid

What Is Levulinic Acid?

Levulinic acid, known chemically as 4-oxopentanoic acid (C5H8O3), is an organic compound with significant potential in biofuel production and various industrial applications. It can be produced by heating cellulose with inorganic acids or from the breakdown of starch and cellulose, showcasing its viability as a sustainable resource.

Uses of Levulinic Acid

Levulinic acid finds applications in hair treatment products, creating hydrophobic cross-links that enhance hair resilience. It serves as a precursor for the synthesis of polymers, synthetic rubber, and nylon, and is utilized in cigarette manufacturing for nicotine delivery. Additionally, it holds potential in photodynamic therapy.

Properties of Levulinic Acid

This compound melts between 33-35°C, boils at 245-246°C, and is soluble in water, ethanol, and ether. Its structure includes a carboxy group, with a molecular weight of 116.11 and a density of 1.1447 g/cm3.

Historical and Production Insights

1. Historical Background

Discovered in 1840 by Johannes Mulder, levulinic acid gained commercial interest in the 1940s through A. E. Staley’s production efforts, emphasizing its importance as a platform chemical.

2. Synthesis Methods

Commercially synthesized from hexoses or starch, levulinic acid production involves dilute acid hydrolysis under high pressure and temperature, using lignocellulose as an affordable raw material. The process includes extraction and distillation for purification.

3. As a Raw Material

Beyond biofuels, levulinic acid is pivotal in producing pharmaceuticals, plasticizers, cosmetics, and fragrances. It is a key ingredient in making biodegradable herbicides and serves as a foundational compound for synthesizing various chemicals.

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