Cas no 1659-75-2 (Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate)

Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate is a bicyclic diester compound characterized by its rigid, symmetrical structure, which imparts stability and unique steric properties. The bicyclo[2.2.2]octane framework enhances thermal and chemical resistance, making it suitable for applications requiring robust intermediates in organic synthesis. The diethyl ester groups provide reactivity for further functionalization, such as hydrolysis or transesterification. This compound is particularly valuable in the development of high-performance polymers, specialty chemicals, and pharmaceutical precursors due to its predictable reactivity and structural integrity. Its well-defined geometry also facilitates controlled molecular design in supramolecular chemistry and material science applications.
Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate structure
1659-75-2 structure
Product Name:Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
CAS No:1659-75-2
MF:C14H22O4
MW:254.322084903717
CID:1026581
PubChem ID:12859611
Update Time:2025-10-28

Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate
    • 7-[(7S)-7-Amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylicacidhydrate(23)
    • 1,4-bisethoxycarbonylbicyclo[2.2.2]octane
    • AGN-PC-00JTGH
    • AK-51169
    • ANW-59031
    • Bicyclo[2.2.2]octan-1,4-dicarbonsaeure-diaethylester
    • bicyclo[2.2.2]octane-1,4-dicarboxylic acid
    • Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, diethyl ester
    • Bicyclo< 2.2.2.> octan-1,4-dicarbonsauere-ethylester
    • CTK8B7967
    • diethyl 1,4-bicyclo< 2.2.2> octanecarboxylate
    • Diethyl Bicyclo< 2.2.2> octane-1,4-dicarboxylate
    • KB-251516
    • Bicyclo(2,2,2)octane-1,4-dicarboxylix acid 1,4 diethyl ester
    • Bicyclo[2.2.2]octane-1,4-dicarboxylic acid, 1,4-diethyl ester
    • 1659-75-2
    • DTXSID50511676
    • EN300-52352
    • BAA65975
    • CS-0375679
    • SCHEMBL17893420
    • DB-360244
    • 1,4-DIETHYL BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLATE
    • Diethylbicyclo[2.2.2]octane-1,4-dicarboxylate
    • MDL: MFCD18252888
    • Inchi: 1S/C14H22O4/c1-3-17-11(15)13-5-8-14(9-6-13,10-7-13)12(16)18-4-2/h3-10H2,1-2H3
    • InChI Key: WHIYNXJTNHXZES-UHFFFAOYSA-N
    • SMILES: O(CC)C(C12CCC(C(=O)OCC)(CC1)CC2)=O

Computed Properties

  • Exact Mass: 254.15186
  • Monoisotopic Mass: 254.15180918g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 6
  • Complexity: 289
  • 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: 2
  • Topological Polar Surface Area: 52.6?2

Experimental Properties

  • PSA: 52.6

Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Security Information

Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate Pricemore >>

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Additional information on Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate

Diethyl Bicyclo[2.2.2]Octane-1,4-Dicarboxylate: A Comprehensive Overview

Diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate, also known by its CAS number 1659-75-2, is a unique organic compound with a bicyclic structure that has garnered significant attention in various fields of chemistry and materials science. This compound belongs to the family of dicarboxylates, which are widely used as intermediates in the synthesis of polymers, surfactants, and other specialty chemicals. The molecule's structure consists of a bicyclo[2.2.2]octane backbone with two ethyl ester groups attached at the 1 and 4 positions, making it a versatile building block for advanced materials.

The synthesis of diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate typically involves multi-step organic reactions, often starting from readily available starting materials such as cyclohexene or other cyclic alkenes. Recent advancements in catalytic processes have enabled more efficient and environmentally friendly methods for its production, aligning with the growing demand for sustainable chemical manufacturing practices. Researchers have explored the use of transition metal catalysts to enhance reaction yields and reduce byproduct formation, which is particularly relevant in the context of green chemistry.

One of the most notable applications of this compound is in the development of high-performance polymers. The rigid bicyclic structure imparts unique mechanical and thermal properties to polymers derived from diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate. For instance, polyesters synthesized using this dicarboxylate exhibit exceptional tensile strength and thermal stability, making them ideal for use in aerospace and automotive industries where durability under extreme conditions is critical.

In addition to its role in polymer science, diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate has found applications in drug delivery systems due to its ability to form stable complexes with various bioactive molecules. Recent studies have demonstrated its potential as a carrier for hydrophobic drugs, enhancing their solubility and bioavailability without compromising their therapeutic efficacy. This property has opened new avenues for its use in pharmaceutical formulations and nanomedicine.

The compound's unique structure also makes it a valuable tool in supramolecular chemistry and self-assembling systems. Researchers have exploited its ability to form ordered aggregates at the molecular level, leading to the development of novel materials with tunable properties such as porosity and responsiveness to external stimuli like temperature or pH changes.

From an environmental perspective, the biodegradability of diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate has been a topic of recent interest. Studies indicate that under specific conditions, the compound can undergo microbial degradation, reducing its environmental footprint compared to traditional synthetic polymers that persist in nature for extended periods.

In conclusion, diethyl bicyclo[2.2.2]octane-1,4-dicarboxylate (CAS No: 1659-75-2) stands out as a multifaceted compound with applications spanning polymer science, pharmaceuticals, and materials engineering. Its versatile structure and compatibility with advanced synthetic techniques position it as a key player in the development of next-generation materials that address pressing challenges in sustainability and performance.

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