tert-Butyl Hydrogen Tetradecanedioate

The chemical name for tert-butyl hydrogen tetradecanedioate is 2,2-dimethyl-1,3-propanediol tetradecanoate.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
tert-Butyl Hydrogen Tetradecanedioate(CAS 234082-00-9)

CAT No: 10-101-228

CAS No:234082-00-9

Synonyms/Alias:14-(tert-butoxy)-14-oxotetradecanoic acid;234082-00-9;tert-Butyl Hydrogen Tetradecanedioate;14-[(2-methylpropan-2-yl)oxy]-14-oxotetradecanoic acid;MFCD23136040;SCHEMBL2183805;MNMGREKTJAQGNV-UHFFFAOYSA-N;AKOS025393543;SS-4583;BP-24391;DA-07863;SY243164;14-(tert-butoxy)-14-oxotetradecanoicacid;tetradecanedioic acid mono-tert-butyl ester;B5927;CS-0112234;A1-23365;800-138-9;

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M.F/Formula
C18H34O4
M.W/Mr.
314.5

tert-Butyl Hydrogen Tetradecanedioate is a versatile carbohydrate-derived compound widely recognized for its utility in organic synthesis and materials science. Characterized by a long aliphatic chain and functional ester and carboxylic acid moieties, this molecule offers unique reactivity and solubility properties. Its structure allows for selective transformations and compatibility with a range of reagents, making it an attractive intermediate for researchers seeking to construct complex molecules or develop novel materials. The tert-butyl ester group provides protection for the carboxylic acid functionality, enabling selective deprotection strategies and facilitating multi-step synthetic routes. As a result, tert-Butyl Hydrogen Tetradecanedioate finds broad application across chemical, biochemical, and industrial research settings.

Organic Synthesis Intermediate: In the realm of organic synthesis, tert-butyl hydrogen tetradecanedioate serves as a valuable intermediate for the preparation of long-chain dicarboxylic acids and their derivatives. Its protected carboxyl group allows chemists to perform a variety of transformations, such as selective reduction, alkylation, or coupling reactions, without interference from unwanted side reactions. The tert-butyl group can be readily removed under mild acidic conditions, liberating the free carboxylic acid for further functionalization or for use in polymerization reactions. This flexibility streamlines the synthesis of complex molecules, including specialty polymers, surfactants, and advanced materials.

Polymer and Material Science: In materials research, this compound is frequently employed as a monomer precursor or chain extender in the synthesis of polyesters, polyamides, and related macromolecules. The presence of both ester and carboxylic acid functionalities enables the creation of polymers with tunable mechanical and thermal properties. By incorporating it into polymer backbones, scientists can design materials with enhanced flexibility, hydrophobicity, or chemical resistance. Additionally, its long aliphatic chain contributes to the development of low-melting-point, processable materials suitable for coatings, adhesives, and specialty films.

Surfactant and Emulsifier Development: The amphiphilic nature of tert-butyl hydrogen tetradecanedioate makes it an excellent candidate for the synthesis of surfactants and emulsifiers. Its hydrophobic tail and polar head group facilitate the formation of stable emulsions and micelles, which are crucial in applications ranging from cosmetics to agrochemicals. Researchers utilize this compound to develop new surface-active agents with improved performance, such as enhanced solubilization of hydrophobic compounds, better dispersion stability, and tailored interfacial properties. These surfactants can be further modified through esterification or amidation to customize their behavior for specific industrial or laboratory needs.

Pharmaceutical and Biochemical Research: In pharmaceutical and biochemical research, this molecule acts as a building block for the preparation of prodrugs, enzyme substrates, and molecular probes. The tert-butyl ester group can be selectively removed to generate free acids, which can then be conjugated to bioactive molecules or incorporated into drug delivery systems. Its structural features enable the design of compounds with controlled release profiles, improved membrane permeability, or targeted biological interactions. Furthermore, its compatibility with a wide range of functionalization strategies supports the rapid synthesis of molecular libraries for screening and discovery purposes.

Analytical and Calibration Standards: tert-Butyl hydrogen tetradecanedioate also finds use as an analytical standard in chromatographic and spectrometric techniques. Its well-defined structure and stability make it suitable for method development, calibration, and validation in laboratories analyzing fatty acids, esters, or related compounds. By serving as a reference material, it helps ensure the accuracy and reproducibility of quantitative analyses in research and quality control environments. The compound's unique retention characteristics and detectability facilitate the optimization of separation protocols and the identification of unknowns in complex mixtures.

In summary, tert-butyl hydrogen tetradecanedioate is a multifaceted compound with significant value in organic synthesis, materials science, surfactant development, pharmaceutical research, and analytical chemistry. Its distinctive structure and functional versatility empower scientists to tackle diverse challenges, from constructing advanced polymers to designing innovative surfactants and developing robust analytical methods. As research continues to advance in these fields, the importance of such adaptable intermediates is only expected to grow, driving further innovation and discovery.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C18H34O4/c1-18(2,3)22-17(21)15-13-11-9-7-5-4-6-8-10-12-14-16(19)20/h4-15H2,1-3H3,(H,19,20)
InChI Key
MNMGREKTJAQGNV-UHFFFAOYSA-N

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