Cas no 21917-23-7 ((1S,3S)-cyclohexane-1,3-dicarboxylic acid)

(1S,3S)-cyclohexane-1,3-dicarboxylic acid is a chiral cycloaliphatic dicarboxylic acid with a rigid, stereospecific structure. Its key advantages include high enantiomeric purity and stability, making it valuable as a building block in asymmetric synthesis and pharmaceutical intermediates. The cis-configuration of the carboxyl groups enables selective functionalization, facilitating the development of complex molecular architectures. Its cyclohexane backbone contributes to conformational rigidity, which is beneficial for designing catalysts, ligands, and bioactive compounds. The compound's well-defined stereochemistry also supports reproducible results in research and industrial applications. Suitable for use in organic synthesis and material science, it offers precise control over stereochemical outcomes in reactions such as esterifications, amidations, and polymerizations.
(1S,3S)-cyclohexane-1,3-dicarboxylic acid structure
21917-23-7 structure
Product Name:(1S,3S)-cyclohexane-1,3-dicarboxylic acid
CAS No:21917-23-7
MF:C8H12O4
MW:172.178483009338
MDL:MFCD27952511
CID:5154792
Update Time:2026-03-03

(1S,3S)-cyclohexane-1,3-dicarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • (1R, 3R)-Cyclohexane-1,3-dicarboxylic acid
    • (1R,3R)-Cyclohexane-1,3-dicarboxylic acid
    • (1S,3S)-cyclohexane-1,3-dicarboxylic acid
    • MDL: MFCD27952511
    • Inchi: 1S/C8H12O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h5-6H,1-4H2,(H,9,10)(H,11,12)/t5-,6-/m0/s1
    • InChI Key: XBZSBBLNHFMTEB-WDSKDSINSA-N
    • SMILES: [C@H]1(C(O)=O)CCC[C@H](C(O)=O)C1

(1S,3S)-cyclohexane-1,3-dicarboxylic acid Pricemore >>

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Additional information on (1S,3S)-cyclohexane-1,3-dicarboxylic acid

Comprehensive Overview of (1S,3S)-cyclohexane-1,3-dicarboxylic acid (CAS No. 21917-23-7): Properties, Applications, and Industry Trends

(1S,3S)-cyclohexane-1,3-dicarboxylic acid (CAS No. 21917-23-7) is a chiral dicarboxylic acid derivative with a cyclohexane backbone, widely recognized for its stereospecificity and versatility in organic synthesis. This compound belongs to the class of cycloaliphatic dicarboxylic acids, which are increasingly sought after in pharmaceuticals, agrochemicals, and specialty materials due to their rigid molecular structure and functional group compatibility. The (1S,3S) configuration ensures enantiomeric purity, making it a critical building block for asymmetric synthesis.

Recent advancements in green chemistry and sustainable synthesis have amplified interest in cyclohexane-1,3-dicarboxylic acid derivatives, particularly those with defined stereochemistry like CAS 21917-23-7. Researchers and manufacturers are exploring its potential in biodegradable polymers, where its dual carboxyl groups enable polymerization with reduced environmental impact. Additionally, its role in pharmaceutical intermediates is underscored by the growing demand for chiral APIs (Active Pharmaceutical Ingredients) in drug development.

The physicochemical properties of (1S,3S)-cyclohexane-1,3-dicarboxylic acid include a molecular weight of 172.18 g/mol, melting point range of 210–215°C, and solubility in polar solvents such as water and ethanol. These traits make it suitable for crystallization studies and formulation optimization in drug delivery systems. Its stability under physiological conditions further enhances its applicability in biomedical research.

From an industrial perspective, CAS 21917-23-7 is synthesized via catalytic hydrogenation or enzymatic resolution, aligning with the shift toward catalyst-driven processes and enzyme engineering. Innovations in continuous flow chemistry have also streamlined its production, reducing waste and improving yield—a key concern for cost-sensitive sectors like fine chemicals and flavors & fragrances.

Market trends reveal rising queries for "chiral cyclohexane derivatives" and "sustainable dicarboxylic acids," reflecting broader industry priorities. Frequently asked questions include: "How is (1S,3S)-cyclohexane-1,3-dicarboxylic acid used in drug formulation?" and "What are the alternatives to traditional synthesis methods for CAS 21917-23-7?" Addressing these, studies highlight its utility in designing prodrugs and co-crystals, while emerging techniques like electrochemical synthesis offer greener alternatives.

In conclusion, (1S,3S)-cyclohexane-1,3-dicarboxylic acid (CAS No. 21917-23-7) exemplifies the intersection of stereochemistry, sustainability, and industrial innovation. Its expanding applications underscore its relevance in modern chemistry, driven by both scientific curiosity and market demands for eco-friendly, high-performance compounds.

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