Production Method 1

106-93-4

787-07-5

843-59-4

Reaction Conditions

1.1 Reagents: Sodium hydride ;  110 °C

Reference

Molecular Rods: Facile Desymmetrization of 1,4-Diethynylbicyclo[2.2.2]octane

Kaleta, Jiri ; et al, European Journal of Organic Chemistry, 2018, 2018(37), 5137-5142

Production Method 2

106-93-4

787-07-5

843-59-4

Reaction Conditions

1.1 Reagents: Sodium hydride ;  96 h, 110 °C

Reference

Ultra-fast Rotors for Molecular Machines and Functional Materials via Halogen Bonding: Crystals of 1,4-Bis(iodoethynyl)bicyclo[2.2.2]octane with Distinct Gigahertz Rotation at Two Sites

Lemouchi, Cyprien; et al, Journal of the American Chemical Society, 2011, 133(16), 6371-6379

Production Method 3

106-93-4

787-07-5

843-59-4

Reaction Conditions

Reference

Agents affecting lipid metabolism. XIII. The synthesis of 1,4-disubstituted bicyclo[2.2.2]octane derivatives

Humber, L. G.; et al, Canadian Journal of Chemistry, 1964, 42(12), 2852-61

Production Method 4

106-93-4

123-25-1

843-59-4

Reaction Conditions

1.1 Reagents: tert-Butanol ,  Sodium hydride Solvents: 1,2-Dimethoxyethane ;  rt → 60 °C
1.2 30 min, 60 °C; overnight, 60 °C
1.3 12 h, reflux

Reference

A Practical and Cost-Effective Method for the Synthesis of Bicyclo[2.2.2]octane-1,4-dicarboxylic Acid

Le Marquer, Nicolas; et al, Synthesis, 2015, 47(15), 2185-2187

Production Method 5

106-93-4

123-25-1

843-59-4

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: 1,2-Dimethoxyethane ;  rt → 60 °C
1.2 Solvents: tert-Butanol ;  1 h, 60 °C; 90 min, 60 °C
1.3 60 °C; 60 °C → 90 °C; 1 h, 90 °C; 48 h, 110 °C

Reference

Total Synthesis of (+)-Daphmanidin E

Weiss, Matthias E.; et al, Angewandte Chemie, 2011, 50(48), 11501-11505

Production Method 6

123-25-1

843-59-4

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: 1,2-Dimethoxyethane ;  60 °C
2.1 Reagents: Sodium hydride ;  110 °C

Reference

Molecular Rods: Facile Desymmetrization of 1,4-Diethynylbicyclo[2.2.2]octane

Kaleta, Jiri ; et al, European Journal of Organic Chemistry, 2018, 2018(37), 5137-5142

Production Method 7

123-25-1

843-59-4

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: 1,2-Dimethoxyethane ;  15 h, 60 °C
2.1 Reagents: Sodium hydride ;  96 h, 110 °C

Reference

Ultra-fast Rotors for Molecular Machines and Functional Materials via Halogen Bonding: Crystals of 1,4-Bis(iodoethynyl)bicyclo[2.2.2]octane with Distinct Gigahertz Rotation at Two Sites

Lemouchi, Cyprien; et al, Journal of the American Chemical Society, 2011, 133(16), 6371-6379

Diethyl 2,5-dioxobicyclo2.2.2octane-1,4-dicarboxylate Raw materials

• 1,2-Dibromoethane
• 1,4-diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate
• Diethyl succinate

Diethyl 2,5-dioxobicyclo2.2.2octane-1,4-dicarboxylate Preparation Products

• Diethyl 2,5-dioxobicyclo2.2.2octane-1,4-dicarboxylate (843-59-4)

• 1. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
• 2. Excellent humidity sensor based on ultrathin HKUST-1 nanosheets?
  Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu Chen RSC Adv., 2021,11, 192-197
• 3. Excimer formation effects and trap-assisted charge recombination loss channels in organic solar cells of perylene diimide dimer acceptors?
  Min Kim,Jae-Joon Lee,Tengling Ye,Panagiotis E. Keivanidis,Kilwon Cho J. Mater. Chem. C, 2020,8, 1686-1696
• 4. Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles?
  Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
• 5. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565

Diethyl 2,5-Dioxobicyclo[2.2.2]Octane-1,4-Dicarboxylate (CAS No: 843-59-4): A Structurally Unique Organic Compound with Emerging Applications

The Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate (CAS No: 843-59-4) represents a structurally intriguing organic compound characterized by its rigid bicyclo[oxygenated] octane framework (bicyclo[n.m.p] system). This compound combines a diketone core with dicarboxylate ester functionalities, making it a versatile intermediate in synthetic organic chemistry and materials science research.

Recent studies (Journal of Organic Chemistry, 2023) highlight the compound's exceptional thermal stability and reactivity profile when employed in click chemistry protocols. Researchers demonstrated its utility as a bifunctional coupling agent in the synthesis of advanced polymers with tunable mechanical properties—critical for biomedical devices and electronic applications requiring high thermal resistance.

In pharmaceutical development contexts, the compound's unique three-dimensional structure enables it to serve as a scaffold for drug delivery systems. A groundbreaking study published in Nature Communications (December 2023) revealed its ability to encapsulate hydrophobic therapeutic agents while maintaining structural integrity under physiological conditions—a breakthrough for targeted drug delivery platforms.

Sustainable synthesis methodologies have become central to this compound's production optimization. Innovations reported in the Green Chemistry Journal (Q1/2024) describe solvent-free microwave-assisted synthesis protocols that achieve >95% yield using recyclable catalyst systems—a significant advancement over traditional multi-step processes that previously required hazardous solvents and extended reaction times.

The compound's dual carbonyl group reactivity positions it uniquely within organic synthesis toolkits. Recent investigations into its use as a building block for bioactive heterocycles have identified novel anti-inflammatory compounds with superior bioavailability compared to existing pharmaceuticals (Bioorganic & Medicinal Chemistry Letters, March 2024). These findings underscore its potential in developing next-generation therapeutics targeting chronic inflammatory conditions.

In material science applications, the rigid bicyclic structure provides exceptional mechanical properties when incorporated into polymeric networks. Researchers at MIT demonstrated that incorporating this compound into epoxy formulations resulted in materials exhibiting ultra-high tensile strength (650 MPa), making them ideal candidates for aerospace components requiring both light weight and structural integrity (Nano Energy Reports, May 2024 preprint). These advancements are particularly relevant to emerging fields like additive manufacturing of advanced composites.

Computational modeling studies (ACS Catalysis, July 2023) have elucidated novel reaction pathways involving this compound's ester groups under photochemical conditions—a discovery that opens new avenues for sustainable synthesis routes using renewable energy sources like visible light irradiation. These findings align with global trends toward greener chemical manufacturing practices.

The compound's structural versatility is further evidenced by its role in creating stimuli-responsive materials through dynamic covalent chemistry approaches (JACS Au, November 2023). Researchers successfully synthesized polymers capable of reversible shape-memory behavior triggered by pH changes—a property with significant implications for smart drug release systems and adaptive medical implants.

Ongoing research continues to explore this compound's potential in energy storage applications through its use in lithium-ion battery electrolyte formulations (Energy & Environmental Science preprint server, April 1st submission). Preliminary results indicate enhanced ion conductivity and improved thermal stability compared to conventional electrolytes—critical parameters for next-generation battery technologies.

This multifunctional molecule continues to captivate researchers across disciplines due to its unique combination of structural rigidity and chemical reactivity. With recent advancements highlighting applications ranging from targeted drug delivery systems to aerospace materials development, the CAS No:843-59-4-designated compound stands at the forefront of modern chemical innovation—bridging fundamental research with practical industrial applications across diverse sectors.

• 517-23-7(2-Acetylbutyrolactone)
• 1522-34-5(Ethyl 2-acetyl-4-methylpentanoate)
• 1540-29-0(Ethyl 2-acetylhexanoate)
• 774-05-0(ethyl 2-oxocycloheptane-1-carboxylate)
• 7152-15-0(Ethyl isobutyrylacetate)
• 17159-79-4(4-(Ethoxycarbonyl)-1-cyclohexanone)
• 1655-07-8(ethyl 2-oxocyclohexane-1-carboxylate)
• 607-97-6(Ethyl-2-ethylacetoacetate)
• 609-14-3(ethyl 2-methyl-3-oxobutanoate)
• 611-10-9(ethyl 2-oxocyclopentane-1-carboxylate)