Cas no 115118-68-8 (Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate)

Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate is a cyclobutane-derived ester compound featuring two isopropyl ester groups and two methoxy substituents. Its rigid cyclobutane core, combined with the electron-withdrawing and steric effects of the dimethoxy and dicarboxylate functionalities, makes it a valuable intermediate in organic synthesis. The compound is particularly useful in the preparation of complex cyclic structures, serving as a precursor for pharmaceuticals, agrochemicals, and specialty materials. Its stability under mild conditions and reactivity in selective transformations, such as ring-opening or cross-coupling reactions, enhance its utility in fine chemical applications. The isopropyl ester groups further improve solubility in organic solvents, facilitating handling in synthetic workflows.
Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate structure
115118-68-8 structure
Product Name:Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate
CAS No:115118-68-8
MF:C14H24O6
MW:288.336765289307
MDL:MFCD06742779
CID:838330
PubChem ID:4913359
Update Time:2025-06-08

Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • dipropan-2-yl 3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • 3,3-di(isopropoxycarbonyl)-1,1-dimethoxycyclobutane
    • 3,3-dimethoxy-cyclobutane-1,1-dicarboxylic acid diisopropyl ester
    • AC1NKHBY
    • bis(1-methylethyl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • CTK8E2268
    • PB17382
    • RP07793
    • SureCN401326
    • Diisopropyl 3,3-dimethoxy...
    • Diisopropy1 3,3-dimethoxycrc1obutane-1
    • Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate - D0238
    • 1,1-bis(propan-2-yl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • AG120 Intermediates;AG120 Intermediates
    • SZJMXTBKYMLPTJ-UHFFFAOYSA-N
    • BCP07007
    • AK157799
    • OR317057
    • AB1011691
    • Y7117
    • AM20070570
    • A803374
    • diisopropyl3,3-dime
    • EN300-395554
    • AC-29200
    • J-520330
    • 1,1-CYCLOBUTANEDICARBOXYLIC ACID, 3,3-DIMETHOXY-, 1,1-BIS(1-METHYLETHYL) ESTER
    • CS-0052773
    • Diisopropyl 3,3-dimethoxy-cyclobutane-1,1-dicarboxylate
    • diisopropyl-3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • F0001-0285
    • SCHEMBL401326
    • AKOS000320045
    • DTXSID80406768
    • Diisopropyl 3,3-dimethoxycyclobutane-2 1,1-dicarboxylate
    • SY047986
    • AS-33464
    • MFCD06742779
    • diisopropyl3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • 115118-68-8
    • Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate
    • MDL: MFCD06742779
    • Inchi: 1S/C14H24O6/c1-9(2)19-11(15)13(12(16)20-10(3)4)7-14(8-13,17-5)18-6/h9-10H,7-8H2,1-6H3
    • InChI Key: SZJMXTBKYMLPTJ-UHFFFAOYSA-N
    • SMILES: O(C)C1(CC(C(=O)OC(C)C)(C(=O)OC(C)C)C1)OC

Computed Properties

  • Exact Mass: 288.15732
  • Monoisotopic Mass: 288.15728848g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 8
  • Complexity: 338
  • 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
  • Topological Polar Surface Area: 71.1
  • XLogP3: 1.8

Experimental Properties

  • Density: 1.10±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 92-94 oC (0.01 Torr)
  • Flash Point: 126.2±27.9 oC,
  • Solubility: Slightly soluble (6.6 g/l) (25 o C),
  • PSA: 71.06

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Additional information on Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

Introduction to Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate (CAS No. 115118-68-8)

Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate, a compound with the chemical formula C??H??O?, is a heterocyclic ester that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound is characterized by its cyclobutane core and the presence of two dimethoxy substituents, which contribute to its unique chemical properties and potential applications. The CAS number 115118-68-8 provides a unique identifier for this molecule, facilitating its recognition in scientific literature and industrial processes.

The synthesis of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate involves a series of carefully controlled reactions that highlight the compound's structural complexity. The cyclobutane ring is a key feature, offering a rigid framework that can be modified to create various functional groups. The dimethoxy groups not only enhance the compound's solubility in organic solvents but also provide sites for further chemical modifications, making it a versatile intermediate in drug discovery and material science.

Recent advancements in the field of medicinal chemistry have demonstrated the potential of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate as a key intermediate in the synthesis of novel therapeutic agents. Its structural motif has been explored in the development of kinase inhibitors, which are crucial for treating various types of cancer and inflammatory diseases. The presence of multiple reactive sites allows for the introduction of pharmacophores that can interact with biological targets with high specificity.

One of the most intriguing aspects of this compound is its role in the development of advanced materials. The rigid cyclobutane core and the presence of polar functional groups make it an excellent candidate for creating polymers with tailored mechanical and thermal properties. Researchers have been investigating its potential use in the fabrication of high-performance coatings, adhesives, and even biodegradable plastics. These applications are particularly promising given the growing demand for sustainable materials that minimize environmental impact.

The pharmaceutical industry has also shown interest in Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate due to its potential as a prodrug or a drug carrier. Prodrugs are designed to improve drug delivery by converting into active pharmaceutical ingredients (APIs) within the body. The structural features of this compound allow it to be engineered into formulations that enhance bioavailability and reduce side effects. This approach has been particularly effective in treating conditions where systemic delivery is challenging.

Another area where Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate has found utility is in neurological research. The compound's ability to cross the blood-brain barrier makes it an attractive candidate for developing treatments for neurological disorders such as Alzheimer's disease and Parkinson's disease. Researchers are exploring its potential as a neuroprotective agent, leveraging its structural similarity to known bioactive molecules that modulate neural activity.

The synthesis and application of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate also highlight the importance of green chemistry principles. Efforts have been made to develop more sustainable synthetic routes that minimize waste and reduce energy consumption. These efforts align with global initiatives to promote environmentally responsible chemical manufacturing practices. By optimizing synthetic methodologies, researchers can ensure that the production of this compound is both efficient and eco-friendly.

In conclusion, Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate represents a fascinating example of how structural complexity can be leveraged to create compounds with diverse applications. Its role as an intermediate in pharmaceutical synthesis and its potential use in advanced materials underscores its significance in modern chemistry. As research continues to uncover new applications for this compound, it is likely to remain a cornerstone of innovation in both academic and industrial settings.

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