Cas no 147345-36-6 (Butanoic acid,4-bromo-4,4-difluoro-)

Butanoic acid, 4-bromo-4,4-difluoro-, is a halogenated carboxylic acid derivative characterized by the presence of bromine and fluorine atoms at the 4-position of the butanoic acid backbone. This compound is of interest in synthetic organic chemistry due to its potential as a versatile building block for the preparation of fluorinated and brominated intermediates. The difluoro substitution enhances its reactivity in nucleophilic substitution and coupling reactions, while the bromine moiety offers further functionalization opportunities. Its structural features make it suitable for applications in pharmaceuticals, agrochemicals, and materials science, where selective fluorination is desired. The compound is typically handled under controlled conditions due to its reactivity.
Butanoic acid,4-bromo-4,4-difluoro- structure
147345-36-6 structure
Product Name:Butanoic acid,4-bromo-4,4-difluoro-
CAS No:147345-36-6
MF:C4H5BrF2O2
MW:202.982107877731
CID:100788
PubChem ID:2736276
Update Time:2025-07-18

Butanoic acid,4-bromo-4,4-difluoro- Chemical and Physical Properties

Names and Identifiers

    • Butanoic acid,4-bromo-4,4-difluoro-
    • 4-bromo-4,4-difluorobutanoic acid
    • 4-BROMO-4,4-DIFLUOROBUTYRIC ACID
    • 4-Bromo-4,4-difluorobutyricacid97%
    • 4-Bromo-4,4-difluorobutyric acid 97%
    • 4-bromanyl-4,4-bis(fluoranyl)butanoic acid
    • 4-BROMO-4,4-DIFLUOROBUTYRICACID
    • 147345-36-6
    • FT-0617838
    • EN300-650564
    • AKOS034834171
    • A808638
    • DTXSID40371246
    • SCHEMBL7023611
    • Butanoic acid, 4-bromo-4,4-difluoro-
    • Inchi: 1S/C4H5BrF2O2/c5-4(6,7)2-1-3(8)9/h1-2H2,(H,8,9)
    • InChI Key: YAIWEWFNTHJMTH-UHFFFAOYSA-N
    • SMILES: BrC(CCC(=O)O)(F)F

Computed Properties

  • Exact Mass: 201.94405
  • Monoisotopic Mass: 201.944
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 115
  • 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: 37.3A^2
  • XLogP3: 1.6

Experimental Properties

  • Density: 1.791
  • Boiling Point: 90-92°C
  • Flash Point: 85.2°C
  • Refractive Index: 1.445
  • PSA: 37.3

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Additional information on Butanoic acid,4-bromo-4,4-difluoro-

Butanoic acid,4-bromo-4,4-difluoro- (CAS No. 147345-36-6): A Comprehensive Overview

Butanoic acid,4-bromo-4,4-difluoro- (CAS No. 147345-36-6) is a fluorinated and brominated derivative of butanoic acid, exhibiting unique chemical properties that make it of significant interest in the field of organic synthesis and pharmaceutical research. This compound, characterized by its bromo and difluoro substituents, has garnered attention due to its potential applications in the development of novel agrochemicals and pharmaceutical agents.

The molecular structure of Butanoic acid,4-bromo-4,4-difluoro- consists of a four-carbon chain with a carboxylic acid group at one end and two fluorine atoms attached to the fourth carbon. The presence of the bromo atom introduces additional reactivity, making this compound a valuable intermediate in synthetic chemistry. Its fluorinated nature enhances its lipophilicity, which is a crucial factor in drug design for improving bioavailability and metabolic stability.

In recent years, the demand for fluorinated compounds in pharmaceuticals has surged due to their favorable pharmacokinetic properties. The bromo substituent in Butanoic acid,4-bromo-4,4-difluoro- allows for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the synthesis of more complex molecules. These reactions are pivotal in constructing heterocyclic frameworks that are prevalent in many bioactive compounds.

One of the most compelling aspects of Butanoic acid,4-bromo-4,4-difluoro- is its role as a precursor in the synthesis of difluorinated amino acids, which are increasingly being explored for their potential as drug candidates. The introduction of fluorine atoms into amino acids can modulate their binding affinity to biological targets, leading to improved therapeutic efficacy. For instance, studies have shown that difluorinated analogs of naturally occurring amino acids can exhibit enhanced stability against enzymatic degradation, thereby prolonging their biological activity.

Moreover, the bromo group in this compound serves as an excellent handle for further derivatization. It can be readily exchanged with other functional groups using palladium-catalyzed reactions, allowing chemists to tailor the molecular structure according to specific requirements. This flexibility is particularly valuable in medicinal chemistry, where subtle modifications can significantly impact the pharmacological profile of a compound.

Recent research has also highlighted the utility of Butanoic acid,4-bromo-4,4-difluoro- in the development of novel agrochemicals. Fluorinated compounds are known for their enhanced pesticidal and herbicidal properties due to their increased resistance to metabolic degradation. The combination of bromo and difluoro substituents in this molecule imparts a high degree of lipophilicity and stability, making it an attractive candidate for designing next-generation crop protection agents.

The synthesis of Butanoic acid,4-bromo-4,4-difluoro- typically involves multi-step organic transformations starting from commercially available precursors. The introduction of the bromo atom is often achieved through electrophilic aromatic substitution or direct bromination reactions. Subsequent fluorination can be performed using reagents such as hydrogen fluoride-pyridine complexes or catalytic methods involving transition metals. These synthetic routes highlight the compound's accessibility and versatility for further chemical manipulation.

In conclusion,Butanoic acid,4-bromo-4,4-difluoro- (CAS No. 147345-36-6) represents a fascinating compound with broad applications in pharmaceutical and agrochemical research. Its unique structural features—namely the presence of both bromo and difluoro substituents—endow it with remarkable synthetic potential and functional diversity. As research continues to uncover new methodologies for fluorination and bromination chemistry,Butanoic acid,4-bromo-4,4-difluoro-* will undoubtedly remain at the forefront of molecular innovation.

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