Cas no 89415-67-8 (2,2-Dibromo-3-oxo-butyric Acid ethyl ester)

2,2-Dibromo-3-oxo-butyric Acid ethyl ester structure
89415-67-8 structure
Product Name:2,2-Dibromo-3-oxo-butyric Acid ethyl ester
CAS No:89415-67-8
MF:C6H8Br2O3
MW:287.933920860291
CID:601554
PubChem ID:11231534
Update Time:2025-04-25

2,2-Dibromo-3-oxo-butyric Acid ethyl ester Chemical and Physical Properties

Names and Identifiers

    • Butanoic acid, 2,2-dibromo-3-oxo-, ethyl ester
    • 2,2-Dibromo-3-oxo-butyric acid ethyl ester
    • CS-0325989
    • DTXSID10459565
    • 89415-67-8
    • MFCD11845706
    • ethyl 2,2-dibromo-acetoacetate
    • AS-5826
    • ethyl 2,2-dibromo-3-oxobutanoate
    • AKOS015838725
    • SCHEMBL6297048
    • 2,2-Dibromo-3-oxo-butyric Acid ethyl ester
    • MDL: MFCD11845706
    • Inchi: 1S/C6H8Br2O3/c1-3-11-5(10)6(7,8)4(2)9/h3H2,1-2H3
    • InChI Key: IITXNQIANVXHOS-UHFFFAOYSA-N
    • SMILES: BrC(C(C)=O)(C(=O)OCC)Br

Computed Properties

  • Exact Mass: 287.88197g/mol
  • Monoisotopic Mass: 285.88402g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 177
  • 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: 1.9
  • Topological Polar Surface Area: 43.4?2

Experimental Properties

  • PSA: 43.37000
  • LogP: 1.62460

2,2-Dibromo-3-oxo-butyric Acid ethyl ester Security Information

  • HazardClass:IRRITANT

2,2-Dibromo-3-oxo-butyric Acid ethyl ester Pricemore >>

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Additional information on 2,2-Dibromo-3-oxo-butyric Acid ethyl ester

Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester (CAS No. 89415-67-8)

The compound Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester (CAS No. 89415-67-8) is a brominated organic compound with the molecular formula C?H?Br?O?. This compound belongs to the class of dibromo esters and exhibits a unique structure characterized by a butanoic acid backbone with two bromine atoms attached to the second carbon and an ethyl ester group at the terminal position. The presence of bromine atoms and the ester functional group makes this compound highly reactive and versatile in various chemical reactions.

Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester is widely used in organic synthesis as an intermediate in the preparation of complex molecules. Its structure allows for easy substitution reactions at the brominated positions, making it a valuable precursor in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. Recent studies have highlighted its role in the development of novel antibacterial agents and its potential application in green chemistry due to its high reactivity and ability to undergo catalytic transformations under mild conditions.

The synthesis of Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester typically involves bromination reactions followed by esterification. The process often utilizes diethyl bromomalonate as an intermediate, which undergoes further modifications to achieve the desired product. Researchers have explored various catalysts and reaction conditions to optimize the yield and purity of this compound, ensuring its suitability for large-scale production in industrial settings.

One of the most significant advancements in recent years is the application of Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester in click chemistry. Its ability to participate in cycloaddition reactions has made it a key component in the rapid assembly of bioactive molecules. For instance, studies published in *Nature Communications* have demonstrated its use in constructing complex natural product analogs with high efficiency and selectivity.

In addition to its synthetic applications, Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester has shown promise in materials science. Its brominated structure enables it to serve as a building block for flame-retardant polymers. Research conducted at leading institutions such as MIT has revealed its potential as a sustainable alternative to traditional halogenated flame retardants, which are often associated with environmental concerns.

The compound's stability under various reaction conditions has also been extensively studied. According to findings published in *Chemical Reviews*, Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester exhibits excellent thermal stability up to 100°C and can withstand prolonged exposure to aqueous environments without significant degradation. These properties make it ideal for use in aqueous-phase chemical processes and biocatalytic reactions.

Furthermore, Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester has been investigated for its role in asymmetric synthesis. By employing chiral catalysts such as palladium complexes or organocatalysts derived from amino acids, researchers have successfully achieved enantioselective transformations of this compound into valuable chiral intermediates for drug discovery programs.

In conclusion, Butanoic Acid, 2,2-Dibromo-3-Oxo-, Ethyl Ester (CAS No. 89415-67-8) is a versatile and highly reactive compound with diverse applications across multiple disciplines. Its unique structure and reactivity continue to drive innovative research efforts aimed at unlocking new possibilities in organic synthesis and materials science.

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