Pentadecanedioic acid is a dicarboxylic acid with the molecular formula C15H26O4. It is a white solid with a melting point of about 140°C. It is insoluble in water but soluble in organic solvents. It is used in the production of polyesters, plasticizers, and lubricants.
CAT No: 10-101-224
CAS No:1460-18-0
Synonyms/Alias:Pentadecanedioic acid;1460-18-0;1,15-Pentadecanedioic acid;0C9LD26ZA0;MFCD00039534;UNII-0C9LD26ZA0;DTXSID1074337;Pentadecanedioicacid;pentadecanedioate;SCHEMBL36032;DTXCID7034753;CHEBI:165387;LMFA01170021;AKOS016010374;CS-W012352;DS-4571;HY-W011636;FP142603;SY049938;P0909;679-810-7;
Pentadecanedioic acid, also known as 1,15-pentanedioic acid, is a long-chain aliphatic dicarboxylic acid characterized by its fifteen-carbon backbone and two terminal carboxyl groups. This unique molecular structure imparts significant chemical versatility, enabling the compound to serve as a valuable intermediate in various research and industrial contexts. Its inherent stability, compatibility with a wide range of organic reactions, and ability to form robust linkages make it a sought-after building block in synthetic chemistry, materials science, and biochemical studies. By leveraging its bifunctional nature, researchers and manufacturers can explore innovative applications that extend from polymer synthesis to bio-based product development, enhancing the potential for sustainable and high-performance solutions.
Polymer and Material Science: In polymer and material research, pentadecanedioic acid is frequently employed as a monomer or co-monomer for the synthesis of specialty polyamides and polyesters. Its extended carbon chain contributes to the flexibility, hydrophobicity, and mechanical strength of the resulting polymers, making them suitable for advanced engineering plastics, fibers, and coatings. The incorporation of this dicarboxylic acid into polymer matrices allows for the fine-tuning of thermal and physical properties, which is essential for applications demanding durability and resistance to environmental stress.
Surface Modification and Functionalization: As a functionalizing agent, 1,15-pentanedioic acid is utilized to modify surfaces of nanoparticles, biomaterials, and other substrates. The terminal carboxyl groups facilitate covalent attachment to various surfaces, enabling the introduction of hydrophilic or hydrophobic characteristics as required by the end application. This capability is particularly valuable in the design of advanced composites, biomedical devices, and sensor platforms, where surface chemistry critically influences performance and biocompatibility.
Organic Synthesis Intermediate: In the realm of organic synthesis, pentadecanedioic acid serves as a versatile intermediate for the preparation of complex molecules. Its bifunctional nature allows chemists to employ it in stepwise synthetic strategies, constructing macrocycles, heterocycles, or other multi-functionalized compounds. The acid is also used in the generation of esters, amides, and other derivatives, which can be further elaborated for use in pharmaceutical research, agrochemical development, or specialty chemicals manufacturing.
Biodegradable Plastics Research: The exploration of sustainable materials has led to increased interest in using long-chain dicarboxylic acids like pentadecanedioic acid in the development of biodegradable plastics. When incorporated into aliphatic polyester matrices, it imparts flexibility and improves the degradation profile of the polymers under environmental conditions. This application supports the creation of eco-friendly packaging materials, agricultural films, and disposable items, contributing to the reduction of plastic waste and facilitating a circular materials economy.
Metabolic and Biochemical Studies: In metabolic research, 1,15-pentanedioic acid is investigated for its role as a metabolic intermediate and its potential to influence fatty acid oxidation pathways. Studies involving this compound help elucidate the mechanisms of long-chain dicarboxylic acid metabolism, transport, and utilization in biological systems. Such insights are valuable for advancing basic biochemical knowledge and for the identification of novel metabolic engineering strategies in microbial or plant systems aimed at producing value-added chemicals from renewable resources.
Analytical Chemistry and Standardization: Analytical laboratories utilize pentadecanedioic acid as a reference standard or internal control in chromatographic and spectrometric analyses. Its well-defined chemical structure and stability make it suitable for calibrating instruments and validating analytical methods, particularly in the quantification of dicarboxylic acids in complex matrices. This application supports the accuracy and reproducibility of research in environmental science, food chemistry, and biochemical profiling, ensuring reliable data generation and interpretation. With its multifaceted utility, pentadecanedioic acid continues to be a pivotal compound across diverse scientific and industrial domains, driving innovation and enabling the development of advanced materials and analytical methodologies.
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