Heptadecanedioic Acid

Heptadecanedioic acid is an organic compound with the chemical formula C17H32O4. It is a white solid that is insoluble in water. It is used in the production of polyesters, polyamides, and other polymers. It is also used as a surfactant and as an intermediate in the synthesis of other chemicals.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Heptadecanedioic Acid(CAS 2424-90-0)

CAT No: 10-101-226

CAS No:2424-90-0

Synonyms/Alias:Heptadecanedioic acid;2424-90-0;MFCD00673439;DTXSID0074340;HEPTADECANEDIOICACID;1,15-Pentadecanedicarboxylic Acid;heptadecanedioate;1,15-Pentadecanedicarboxylic acid; 1,17-Heptadecanedioic acid; Pentadecanedicarboxylic acid; ?-Carboxypalmitic acid;H0972;SCHEMBL160390;DTXCID3037040;CHEBI:165386;LMFA01170028;AKOS026673934;AS-57541;SY054092;DB-121160;CS-0085871;T72138;EN300-7363801;Z2574926761;680-034-6;

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M.F/Formula
C17H32O4
M.W/Mr.
300.4

Heptadecanedioic Acid, also known as 1,17-Heptadecanedioic acid or simply HDDA, is a long-chain aliphatic dicarboxylic acid distinguished by its unique 17-carbon backbone and two terminal carboxyl groups. This compound is notable for its hydrophobic hydrocarbon chain, which imparts desirable physical and chemical properties, including excellent thermal stability, moderate solubility in organic solvents, and compatibility with a variety of polymer matrices. Its structure allows for versatile chemical modifications, making it a valuable intermediate in organic synthesis and materials science. Heptadecanedioic Acid is typically derived via oxidative cleavage of corresponding fatty acids or through biotechnological processes utilizing engineered microbial pathways, enabling sustainable sourcing options for industrial applications.

Polymer Synthesis: In polymer chemistry, HDDA serves as a critical monomer for the production of specialty polyamides and polyesters. Its even-length carbon chain and dual carboxyl functionalities enable the formation of high-molecular-weight polymers with enhanced flexibility, hydrophobicity, and durability. These polymers are often employed in high-performance engineering plastics, fibers, and films, where their mechanical strength and resistance to environmental degradation are essential. The use of Heptadecanedioic Acid in copolymerization reactions further allows for the fine-tuning of polymer properties, facilitating the development of materials tailored for demanding automotive, aerospace, and electronics applications.

Surface Modification: As a surface modifier, 1,17-Heptadecanedioic acid plays a pivotal role in the functionalization of nanoparticles, metal oxides, and other inorganic substrates. By anchoring its carboxyl groups onto substrate surfaces, the long hydrophobic tail imparts water-repellent characteristics and alters surface energy, which is beneficial in creating self-cleaning coatings, anti-fouling surfaces, and improved compatibility between organic and inorganic phases. This surface engineering capability is particularly valuable in the fabrication of advanced composites, sensors, and catalytically active materials, where interfacial properties govern performance and stability.

Organic Synthesis Intermediate: In organic synthesis, HDDA is utilized as a versatile building block for the preparation of complex molecules, including macrocyclic compounds, specialty esters, and functionalized surfactants. Its bifunctional nature allows for sequential or selective derivatization, providing access to a wide array of tailor-made molecules for research and industrial use. Chemists leverage Heptadecanedioic Acid in the design of custom reagents, ligands, and molecular scaffolds, supporting innovation in chemical biology, materials discovery, and supramolecular chemistry.

Biodegradable Material Development: The incorporation of HDDA into biodegradable polymers and composites addresses the growing demand for sustainable materials with reduced environmental impact. Polymers derived from long-chain dicarboxylic acids, such as this compound, exhibit favorable degradation profiles and mechanical properties suitable for packaging, agricultural films, and disposable items. The balance between hydrophobicity and degradability inherent to Heptadecanedioic Acid-based materials enables the design of products that combine performance with eco-friendliness, contributing to circular economy initiatives and green manufacturing practices.

Analytical Chemistry and Standardization: In analytical laboratories, HDDA is employed as an internal standard or calibration compound in chromatographic and spectrometric analyses of fatty acids, dicarboxylic acids, and related metabolites. Its defined structure and distinct retention behavior facilitate accurate quantification and method validation, ensuring reproducibility and reliability in lipidomics, metabolomics, and environmental monitoring studies. The ability to use Heptadecanedioic Acid as a reference compound also aids in the development of new analytical protocols for the detection and characterization of structurally similar molecules in complex biological or environmental samples.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C17H32O4/c18-16(19)14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-17(20)21/h1-15H2,(H,18,19)(H,20,21)
InChI Key
QCNWZROVPSVEJA-UHFFFAOYSA-N

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