Cas no 58484-44-9 (2,4-Dioxo-13-Crown-4)
2,4-Dioxo-13-Crown-4 Chemical and Physical Properties
Names and Identifiers
-
- 1,4,7,10-tetraoxacyclotridecane-11,13-dione
- AC1L785E
- CTK1H5210
- cyclo[1]triethyleneglycolmalonate
- NSC321072
- 2,4-Dioxo-13-Crown-4
- NSC-321072
- DTXSID00317827
- 58484-44-9
-
- Inchi: 1S/C9H14O6/c10-8-7-9(11)15-6-4-13-2-1-12-3-5-14-8/h1-7H2
- InChI Key: DWYLOXSOZJIZSF-UHFFFAOYSA-N
- SMILES: O1CCOC(CC(=O)OCCOCC1)=O
Computed Properties
- Exact Mass: 218.07902
- Monoisotopic Mass: 218.07903816g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 15
- Rotatable Bond Count: 0
- Complexity: 193
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -0.4
- Topological Polar Surface Area: 71.1?2
Experimental Properties
- PSA: 71.06
- LogP: -0.49030
2,4-Dioxo-13-Crown-4 Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | D587555-10mg |
2,4-Dioxo-13-Crown-4 |
58484-44-9 | 10mg |
$167.00 | 2023-05-18 | ||
| TRC | D587555-25mg |
2,4-Dioxo-13-Crown-4 |
58484-44-9 | 25mg |
$385.00 | 2023-05-18 | ||
| TRC | D587555-100mg |
2,4-Dioxo-13-Crown-4 |
58484-44-9 | 100mg |
$ 800.00 | 2023-09-07 |
2,4-Dioxo-13-Crown-4 Related Literature
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1. An integrated chip for immunofluorescence and its application to analyze lysosomal storage disordersJie Shen,Ying Zhou,Tu Lu,Junya Peng,Zhixiang Lin,Yuhong Pang,Li Yu Lab Chip, 2012,12, 317-324
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Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480
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Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381
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Tanya Ostapenko,Peter J. Collings,Samuel N. Sprunt,J. T. Gleeson Soft Matter, 2013,9, 9487-9498
Additional information on 2,4-Dioxo-13-Crown-4
2,4-Dioxo-13-Crown-4 (CAS No. 58484-44-9): A Versatile Macrocyclic Compound for Modern Applications
The 2,4-Dioxo-13-Crown-4 (CAS No. 58484-44-9) is a specialized macrocyclic compound belonging to the crown ether family, renowned for its unique molecular structure and selective binding properties. With a 13-membered ring containing two carbonyl groups at the 2 and 4 positions, this compound exhibits exceptional affinity for alkali and alkaline earth metal ions, making it invaluable in coordination chemistry, molecular recognition, and supramolecular chemistry. Its highly polarizable cavity and electron-rich oxygen atoms enable precise host-guest interactions, a feature increasingly sought after in sensor development and catalytic systems.
Recent advancements in green chemistry and sustainable materials have spurred interest in 2,4-Dioxo-13-Crown-4 derivatives as eco-friendly alternatives for metal ion extraction and wastewater treatment. Researchers are exploring its potential in lithium-ion battery electrolytes to enhance conductivity and stability—a hot topic aligned with the global push for renewable energy storage. The compound’s ability to selectively complex with Li+ ions has also attracted attention in pharmaceutical applications, particularly in designing drug delivery systems for neurological therapies.
From an industrial perspective, 58484-44-9 serves as a key intermediate in synthesizing functionalized crown ethers for chromatography stationary phases and optical sensors. Its chemodosimetric properties are leveraged in fluorescence-based detection of heavy metals, addressing growing concerns about environmental pollution monitoring. The compound’s thermal stability (up to 250°C) further expands its utility in high-performance polymer additives, where it improves material durability without compromising biodegradability—a critical factor for circular economy initiatives.
In academic circles, 2,4-Dioxo-13-Crown-4 synthesis remains a focal point for optimizing atom-efficient protocols. Cutting-edge studies employ microwave-assisted cyclization to reduce reaction times and improve yields, reflecting the broader trend toward energy-efficient chemical processes. The compound’s chiral variants are also gaining traction in asymmetric catalysis, particularly for pharmaceutical intermediates requiring high enantiomeric purity—a response to the FDA’s stringent chiral drug regulations.
Market analysts note rising demand for custom crown ethers like 58484-44-9 in the Asia-Pacific electronics sector, where ultra-pure metal salts are essential for semiconductor fabrication. This aligns with search trends showing increased queries for "crown ethers in nanotechnology" and "metal ion separation techniques". Meanwhile, patent filings reveal novel applications in biomimetic membranes and artificial ion channels, suggesting untapped potential in biomedical engineering.
Quality standards for CAS 58484-44-9 emphasize ≥98% purity (HPLC) with strict control of residual solvents, meeting REACH compliance requirements. Leading suppliers now provide GC-MS characterization data and NMR spectra to support quality-by-design (QbD) approaches in end-user formulations. Storage recommendations typically suggest anhydrous conditions at 2-8°C to prevent hydrolysis of the dioxo groups, a consideration vital for maintaining batch-to-batch consistency in high-value chemical synthesis.
Future research directions may explore 2,4-Dioxo-13-Crown-4’s role in quantum dot stabilization or ionic liquid formulations, areas generating substantial academic and industrial interest. Its compatibility with click chemistry platforms could further enable modular molecular architectures for smart materials—an emerging field with applications ranging from self-healing coatings to responsive drug carriers. As analytical techniques like cryo-EM advance, deeper insights into its ion transport mechanisms may unlock breakthroughs in energy storage and membrane technology.
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