Octadecanedioic acid mono(1,1-dimethylethyl) ester is a long-chain diacid derivative containing a sterically hindered tert-butyl ester. The molecule exhibits hydrophobic character that influences solubility and lipid interactions. Researchers use it to model ester hydrolysis, membrane partitioning, and oxidative metabolism. Its chemical stability supports work in synthetic and lipid chemistry.
CAT No: HB00131
CAS No:843666-40-0
Synonyms/Alias:843666-40-0;18-(tert-butoxy)-18-oxooctadecanoic acid;Octadecanedioic acid mono-tert-butyl ester;18-[(2-methylpropan-2-yl)oxy]-18-oxooctadecanoic acid;MFCD09991735;18-(tert-Butoxy)-18-oxooctadecanoic acid);Boc-C16-COOH;Octadecanedioic Acid Mono(1,1-dimethylethyl) Ester; Octadecanedioic Acid Mono-tert-butyl Ester;Octadecanedioic acid mono(1,1-dimethylethyl) ester;mono-t-Butyl stearate;18-tert-butoxy-18-oxooctadecanoic acid;Octadecanedioic acid,1-(1,1-dimethylethyl) ester;SCHEMBL419352;DTXSID70650738;WDUQJXKBWRNMKI-UHFFFAOYSA-N;BCP25718;ZB1003;AKOS016028565;HY-W045598;SS-4595;AC-32513;BP-24354;DA-02465;FT159376;SY046019;B5928;CS-0038601;18-[(2-Methyl-2-propanyl)oxy]-18-oxooctadecanoic acid;800-159-3;
Octadecanedioic acid mono(1,1-dimethylethyl) ester is a specialized carbohydrate-derived compound notable for its unique molecular architecture, which features a long-chain dicarboxylic acid esterified with a tert-butyl group. This structural configuration imparts distinct physicochemical properties, such as enhanced hydrophobicity and increased thermal stability, making it particularly attractive for advanced research and industrial applications. As a versatile intermediate, the compound is valued for its compatibility with a range of organic synthesis protocols, its ability to undergo further functionalization, and its role in modifying the characteristics of polymers and other materials. Researchers and product developers leverage its stability and reactivity to explore new frontiers in materials science, surface chemistry, and molecular engineering.
Polymer Modification: In the field of polymer science, Octadecanedioic acid tert-butyl ester serves as a functional monomer or chain extender to impart flexibility, hydrophobicity, and chemical resistance to synthetic polymers. By integrating this ester into polymer backbones or side chains, scientists can tailor the mechanical and surface properties of plastics, elastomers, and coatings. The long aliphatic chain provides enhanced barrier properties, while the tert-butyl ester group offers steric hindrance, which can reduce crystallinity and improve processability. This makes the compound especially useful in developing specialty polymers for packaging, automotive, and electronic applications where durability and moisture resistance are paramount.
Surface Functionalization: The unique ester functionality and hydrophobic tail of Octadecanedioic acid mono(1,1-dimethylethyl) ester make it a valuable reagent for modifying surfaces. When grafted onto substrates such as silica, metals, or polymers, it can create self-assembled monolayers or hydrophobic coatings that alter surface energy, enhance water repellency, and prevent fouling. This application is particularly relevant in the fabrication of anti-corrosive coatings, biomedical devices, and microfluidic systems, where control over surface interactions is critical. Its robust thermal and chemical stability ensures that the modified surfaces retain their properties under demanding operational conditions.
Organic Synthesis Intermediate: As an intermediate in organic synthesis, the compound offers a protected form of octadecanedioic acid that can be selectively deprotected or transformed under mild conditions. The tert-butyl ester group is readily cleavable, allowing for the strategic introduction of the dicarboxylic acid functionality at a later stage in multi-step synthetic sequences. This facilitates the preparation of complex molecules, such as macrocyclic lactones, specialty surfactants, and advanced materials, by providing a handle for further derivatization without premature reactivity. Its utility as a protecting group and building block is widely recognized in both academic and industrial research settings.
Nanomaterials Engineering: The amphiphilic nature of Octadecanedioic acid mono(1,1-dimethylethyl) ester lends itself to the synthesis and stabilization of nanomaterials. By acting as a surfactant or structure-directing agent, it can control the growth, dispersion, and surface chemistry of nanoparticles, nanorods, and other nanostructures. Its long hydrophobic chain interacts with organic solvents and matrix materials, while the ester group facilitates binding to inorganic surfaces. This enables the fabrication of hybrid nanocomposites with tailored optical, electronic, or catalytic properties, which are essential for advanced sensing, energy storage, and environmental remediation technologies.
Lubricant and Additive Development: In the formulation of lubricants and specialty additives, Octadecanedioic acid tert-butyl ester is prized for its ability to reduce friction, enhance thermal stability, and improve compatibility with both synthetic and natural oils. Its incorporation into lubricant blends can extend service life and protect mechanical components from wear and oxidation. Additionally, its unique molecular structure allows it to function as a dispersant or viscosity modifier in complex fluid systems, offering performance benefits in demanding industrial environments such as manufacturing, transportation, and heavy machinery.
Biomaterials Research: Octadecanedioic acid mono(1,1-dimethylethyl) ester finds significant utility in the development of novel biomaterials, especially for applications requiring biocompatibility and controlled degradation. Its hydrophobic character and customizable ester linkage make it suitable for designing scaffolds, coatings, and delivery systems in tissue engineering and regenerative medicine research. By tuning the molecular structure, researchers can influence the mechanical strength, degradation rate, and interaction with biological systems, paving the way for innovative solutions in biomedical engineering, wound healing, and drug delivery system development.
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