Cas no 54166-15-3 (1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate)

1,1-Diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate is a cyclobutane-based diester compound featuring a benzyloxy substituent at the 3-position. This structure offers versatility as a synthetic intermediate in organic chemistry, particularly in the preparation of functionalized cyclobutane derivatives. The presence of the benzyloxy group enhances solubility in organic solvents, facilitating further modifications such as deprotection or coupling reactions. The diethyl ester moieties provide reactive sites for hydrolysis or transesterification, enabling tailored derivatization. Its stable cyclobutane core makes it suitable for studying ring strain effects in reactivity or as a scaffold in medicinal chemistry. The compound’s well-defined stereochemistry and functional group compatibility support its use in method development and complex molecule synthesis.
1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate structure
54166-15-3 structure
Product Name:1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate
CAS No:54166-15-3
MF:C17H22O5
MW:306.353585720062
MDL:MFCD07700259
CID:56544
PubChem ID:12815110
Update Time:2025-10-29

1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • Diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate
    • 1,1-Cyclobutanedicarboxylic acid, 3-(phenylmethoxy)-, 1,1-diethyl ester
    • 3-Benzyloxycyclobutane-1,1-dicarboxylic acid diethyl ester
    • diethyl 3-phenylmethoxycyclobutane-1,1-dicarboxylate
    • 1-Benzyloxy-3,3-bis-carbethoxy-cyclobutane
    • 3-Benzyloxy-cyclobutan-1,1-dicarbonsaeure-diaethylester
    • Diethyl 3-benzyloxy-1,1-cyclobutanedicarboxylate
    • diethylester of 3-benzyloxycyclobutane-1,1-dicarboxylic acid
    • 1,1-DIETHYL 3-(BENZYLOXY)CYCLOBUTANE-1,1-DICARBOXYLATE
    • 3-Benzyloxy cyclobutane-1,1-dicarboxylic acid diethyl ester
    • diethyl 3-benzyloxycyclobutane-1,1-dicarboxylate
    • 1,1-Cyclobutanedicarboxylic acid, 3-(phenylmethoxy)-, diethyl ester
    • PubChem19705
    • OSQKNXLJUGYQHW-UHFFFAOYSA-N
    • PB14493
    • AMY1623
    • DTXSID60510559
    • 3-Benzyloxy-cyclobutane-1,1-dicarboxylic acid diethyl ester
    • 3-(Phenylmethoxy)-1,1-cyclobutanedicarboxylic acid, diethyl ester
    • J-511765
    • AC-28797
    • DIETHYL 3-(BENZYLOXY)-1,1-CYCLOBUTANEDICARBOXYLATE
    • diethyl3-(benzyloxy)cyclobutane-1,1-dicarboxylate
    • AS-34909
    • AKOS000282892
    • SY016635
    • MFCD07700259
    • SCHEMBL871442
    • diethyl 3-benzyloxycyclobutane-1, 1-dicarboxylate
    • A830005
    • C17H22O5
    • 54166-15-3
    • CS-0052770
    • DB-013363
    • 3-Benzyloxycyclobutane-1,1-dicarboxylic acid diethylester
    • 1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate
    • MDL: MFCD07700259
    • Inchi: 1S/C17H22O5/c1-3-20-15(18)17(16(19)21-4-2)10-14(11-17)22-12-13-8-6-5-7-9-13/h5-9,14H,3-4,10-12H2,1-2H3
    • InChI Key: OSQKNXLJUGYQHW-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C1CC(C(=O)OCC)(C(=O)OCC)C1

Computed Properties

  • Exact Mass: 306.14700
  • Monoisotopic Mass: 306.146724
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 9
  • Complexity: 361
  • 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: 61.8
  • XLogP3: 2.6

Experimental Properties

  • Density: 1.15
  • Boiling Point: 368.3℃ at 760 mmHg
  • Flash Point: 368.3 °C at 760 mmHg
  • Refractive Index: 1.523
  • PSA: 61.83000
  • LogP: 2.47820

1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate Customs Data

  • HS CODE:2918990090
  • Customs Data:

    China Customs Code:

    2918990090

    Overview:

    2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate Production Method

Additional information on 1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate

1,1-Diethyl 3-(Benzyloxy)cyclobutane-1,1-dicarboxylate (CAS No. 54166-15-3)

The compound 1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate, identified by the CAS registry number 54166-15-3, is a complex organic molecule with a unique structure that has garnered attention in various fields of chemical research. This compound belongs to the class of esters and features a cyclobutane ring substituted with benzyloxy and diethyl dicarboxylate groups. Its structure is characterized by a four-membered cyclobutane ring, which introduces strain and reactivity that can be exploited in synthetic chemistry.

Recent studies have highlighted the potential of this compound in medicinal chemistry and materials science. The presence of the benzyloxy group introduces electronic effects that can influence the reactivity of the molecule, making it a valuable substrate for further functionalization. Researchers have explored its use as an intermediate in the synthesis of bioactive compounds, particularly those with potential applications in drug discovery.

The synthesis of 1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate typically involves multi-step reactions, including esterification and cyclization processes. The cyclobutane ring formation is often achieved through [2+2] cycloaddition reactions or other ring-closing methodologies. These methods have been optimized to improve yield and purity, ensuring that the compound is accessible for further studies.

In terms of applications, this compound has shown promise in polymer chemistry due to its ability to participate in polymerization reactions. The ester groups can act as reactive sites for forming polyesters or other polymeric materials with tailored properties. Additionally, its cyclobutane moiety can serve as a platform for creating strained-ring polymers, which exhibit unique mechanical and electronic characteristics.

Recent advancements in computational chemistry have provided deeper insights into the electronic structure and reactivity of this compound. Quantum mechanical calculations have revealed that the cyclobutane ring introduces significant angle strain, which can be harnessed to design molecules with enhanced reactivity or stability. These findings have opened new avenues for its use in catalysis and organic synthesis.

The compound's compatibility with various functional groups makes it an attractive candidate for click chemistry applications. Its ability to undergo efficient coupling reactions under mild conditions has been demonstrated in recent studies, highlighting its utility in constructing complex molecular architectures.

In conclusion, 1,1-diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate (CAS No. 54166-15-3) is a versatile organic molecule with a wide range of potential applications across different areas of chemistry. Its unique structure and reactivity make it an invaluable tool for researchers aiming to develop novel materials and compounds with specific functionalities.

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