Pentadecanedioic acid

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.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Pentadecanedioic acid(CAS 1460-18-0)

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;

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M.F/Formula
C15H28O4
M.W/Mr.
272.38
Appearance
White powder

Pentadecanedioic acid is a long-chain aliphatic dicarboxylic acid characterized by a 15-carbon backbone with terminal carboxyl groups. As a saturated diacid, it holds notable relevance in biochemical research and industrial chemistry due to its unique molecular structure and physicochemical properties. The compound is primarily of interest for its role in lipid metabolism studies, as well as its synthetic versatility in the preparation of specialty polymers, surfactants, and advanced materials. Its occurrence as a metabolic intermediate and its utility as a building block in chemical synthesis make it a valuable resource for researchers investigating fatty acid degradation pathways, as well as for those developing novel materials with tailored functionalities.

Metabolic pathway research: In the context of metabolic studies, pentadecanedioic acid serves as a useful probe for elucidating the mechanisms of ω-oxidation and subsequent β-oxidation of long-chain fatty acids. Its structure mimics naturally occurring dicarboxylic acids generated during peroxisomal and mitochondrial fatty acid catabolism, enabling researchers to track metabolic flux, enzyme specificity, and regulatory processes involved in lipid homeostasis. By incorporating this compound into in vitro or ex vivo systems, investigators can gain insights into disorders of fatty acid oxidation and evaluate the functional activity of key enzymes such as acyl-CoA oxidases and dicarboxylic acid transporters.

Polymer synthesis: The bifunctional nature of pentadecanedioic acid makes it an attractive monomer for the synthesis of specialty polyamides and polyesters. Its extended carbon chain imparts flexibility, hydrophobicity, and unique mechanical properties to the resulting polymers, which are of interest for applications ranging from engineering plastics to biodegradable materials. Researchers and industrial chemists employ this diacid in condensation reactions with diamines or diols to tailor polymer architectures, optimize thermal stability, and modulate crystallinity, thereby expanding the design space for advanced functional materials.

Analytical standard development: In analytical chemistry, pentadecanedioic acid is frequently used as an internal or external standard for the quantitative analysis of dicarboxylic acids in complex biological, environmental, or food matrices. Its defined structure and physicochemical stability allow for reliable calibration and method validation in chromatographic techniques such as gas chromatography-mass spectrometry (GC-MS) or high-performance liquid chromatography (HPLC). Utilization of this compound as a reference standard supports accurate quantitation of related metabolites and enhances the reproducibility of lipidomics or metabolomics workflows.

Surfactant and lubricant precursor: The amphiphilic properties of long-chain dicarboxylic acids, including pentadecanedioic acid, underpin their role as key intermediates in the synthesis of specialty surfactants, emulsifiers, and lubricants. Chemical modification of the terminal carboxyl groups or the hydrocarbon backbone enables the production of tailored molecules for use in formulations requiring specific solubility, surface activity, or viscosity characteristics. The compound's structural attributes facilitate the design of performance additives for industrial, cosmetic, or agricultural applications.

Material science research: Owing to its defined chain length and bifunctionality, pentadecanedioic acid is increasingly explored in the development of hybrid materials, molecular self-assembly systems, and surface modification protocols. Researchers utilize it to engineer monolayers, thin films, or nanostructured coatings, leveraging its ability to impart hydrophobicity, control interfacial interactions, or serve as a spacer in supramolecular constructs. Such applications are of particular interest in the fields of nanotechnology, biomaterials engineering, and advanced coatings, where precise molecular design is critical to achieving desired material properties.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C15H28O4/c16-14(17)12-10-8-6-4-2-1-3-5-7-9-11-13-15(18)19/h1-13H2,(H,16,17)(H,18,19)
InChI Key
BTZVDPWKGXMQFW-UHFFFAOYSA-N

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