Cas no 395-01-7 (2,2-Difluoroacetophenone)

2,2-Difluoroacetophenone is a fluorinated aromatic ketone with the molecular formula C8H6F2O. This compound is characterized by the presence of two fluorine atoms adjacent to the carbonyl group, enhancing its reactivity and stability in synthetic applications. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The electron-withdrawing effect of the fluorine atoms influences its reactivity, making it useful for nucleophilic substitutions and cyclization reactions. Its high purity and consistent quality ensure reliable performance in demanding chemical processes. The compound is typically handled under controlled conditions due to its sensitivity to moisture and light.
2,2-Difluoroacetophenone structure
2,2-Difluoroacetophenone structure
Product Name:2,2-Difluoroacetophenone
CAS No:395-01-7
MF:C8H6F2O
MW:156.129449367523
MDL:MFCD06246879
CID:82255
PubChem ID:273286
Update Time:2025-06-13

2,2-Difluoroacetophenone Chemical and Physical Properties

Names and Identifiers

    • 2,2-Difluoroacetophenone
    • 2,2-difluoro-1-phenylEthanone
    • alpha,alpha-Difluoroacetophenone
    • α,α-Difluoroacetophenone
    • 2,2-DIFLUORO-1,3-DIMETHYLBENZIMIDAZOLIDINE
    • 2,2-difluoro-1-phenylethan-1one
    • 2,2-difluorophenylethan-1-one
    • A,A-DIFLUOROACETOPHENONE
    • Difluoromethyl phenyl ketone
    • C8H6F2O
    • NSC118411
    • SY061919
    • 395-01-7
    • MFCD06246879
    • Acetophenone, 2,2-difluoro
    • AS-39499
    • Ethanone, 2,2-difluoro-1-phenyl-
    • 2,2-difluoro-1-phenyl-ethanone
    • AM803835
    • difluoroacetophenone
    • A824576
    • CS-0095863
    • AKOS005254888
    • SCHEMBL1492635
    • FT-0677386
    • 2,2-bis(fluoranyl)-1-phenyl-ethanone
    • DTXSID80960133
    • W65
    • EN300-316968
    • NSC-118411
    • , -Difluoroacetophenone
    • 2,2-difluoro-1-phenylethan-1-one
    • BBL100593
    • STL554387
    • DA-16874
    • MDL: MFCD06246879
    • Inchi: 1S/C8H6F2O/c9-8(10)7(11)6-4-2-1-3-5-6/h1-5,8H
    • InChI Key: OLYKCPDTXVZOQF-UHFFFAOYSA-N
    • SMILES: FC(C(C1C=CC=CC=1)=O)F

Computed Properties

  • Exact Mass: 156.03900
  • Monoisotopic Mass: 156.038671
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 139
  • 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: 17.1
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: nothing

Experimental Properties

  • Color/Form: Not available
  • Density: 1.180±0.06?g/mL
  • Melting Point: 48-50°C
  • Boiling Point: 53-54°C/12mm
  • Flash Point: Degrees Fahrenheit:158°F
    Degrees Celsius:70°C
  • Refractive Index: 1.4955
  • Water Partition Coefficient: Immiscible with water.
  • PSA: 17.07000
  • LogP: 2.13440
  • Solubility: Not available

2,2-Difluoroacetophenone Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319
  • Warning Statement: P305+P351+P338
  • WGK Germany:3
  • Hazard Category Code: 36/38
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38
  • HazardClass:IRRITANT
  • Storage Condition:Inert atmosphere,2-8°C

2,2-Difluoroacetophenone Customs Data

  • HS CODE:2914700090
  • Customs Data:

    China Customs Code:

    2914700090

    Overview:

    2914700090 Halogenation of other ketones and quinones\Sulfonated derivative(Including nitrated and nitrosative derivatives). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    HS: 2914700090 halogenated, sulphonated, nitrated or nitrosated derivatives of ketones and quinones, whether or not with other oxygen function Tax rebate rate:9.0% Supervision conditions:none VAT:17.0% MFN tariff:5.5% General tariff:30.0%

2,2-Difluoroacetophenone Pricemore >>

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2,2-Difluoroacetophenone Production Method

Additional information on 2,2-Difluoroacetophenone

Recent Advances in the Application of 2,2-Difluoroacetophenone (CAS: 395-01-7) in Chemical Biology and Pharmaceutical Research

2,2-Difluoroacetophenone (CAS: 395-01-7) is a fluorinated aromatic ketone that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including fluorinated pharmaceuticals and agrochemicals. Its unique chemical properties, such as the presence of two fluorine atoms adjacent to the carbonyl group, make it a valuable building block for the development of novel compounds with enhanced biological activity and metabolic stability.

Recent studies have explored the use of 2,2-difluoroacetophenone in the synthesis of fluorinated analogs of known drugs. For instance, researchers have successfully incorporated this compound into the scaffold of nonsteroidal anti-inflammatory drugs (NSAIDs) to improve their pharmacokinetic profiles. The introduction of fluorine atoms has been shown to enhance the binding affinity of these drugs to their target proteins, thereby increasing their efficacy. Additionally, the metabolic stability of the fluorinated derivatives is often superior to their non-fluorinated counterparts, leading to prolonged half-lives in vivo.

In the field of agrochemicals, 2,2-difluoroacetophenone has been utilized to develop new pesticides with improved activity against resistant pests. The fluorine atoms in the molecule contribute to the lipophilicity of the resulting compounds, facilitating their penetration through the cuticle of insects. This property is particularly advantageous in the design of next-generation insecticides that target pests with developed resistance to existing chemicals. Recent patent filings highlight the growing interest in this compound for agrochemical applications, with several companies actively pursuing its use in novel formulations.

Another promising area of research involves the use of 2,2-difluoroacetophenone in the synthesis of fluorinated heterocycles. These heterocyclic compounds are prevalent in many pharmaceuticals and exhibit a wide range of biological activities. Recent publications have demonstrated the efficacy of 2,2-difluoroacetophenone as a precursor for the construction of fluorinated pyrazoles and isoxazoles, which are important scaffolds in drug discovery. The ability to introduce fluorine atoms at specific positions in these heterocycles allows for fine-tuning of their electronic and steric properties, leading to optimized interactions with biological targets.

Despite its promising applications, the synthesis of 2,2-difluoroacetophenone presents certain challenges. Traditional methods often involve harsh reaction conditions and low yields, prompting researchers to explore alternative synthetic routes. Recent advances in catalysis have led to the development of more efficient and environmentally friendly protocols for its production. For example, the use of transition metal catalysts under mild conditions has been reported to significantly improve the yield and selectivity of 2,2-difluoroacetophenone synthesis. These innovations are expected to facilitate its broader adoption in industrial and academic settings.

In conclusion, 2,2-difluoroacetophenone (CAS: 395-01-7) is a highly valuable compound in chemical biology and pharmaceutical research. Its applications span from drug design to agrochemical development, driven by its unique chemical properties and the growing demand for fluorinated bioactive molecules. Ongoing research efforts are focused on optimizing its synthesis and expanding its utility in the discovery of new therapeutic and agrochemical agents. As the field continues to evolve, 2,2-difluoroacetophenone is poised to play an increasingly important role in the development of next-generation fluorinated compounds.

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