Cas no 136593-45-8 (5-Acetyl-2,2-difluoro-1,3-benzodioxole)

5-Acetyl-2,2-difluoro-1,3-benzodioxole is a fluorinated benzodioxole derivative characterized by the presence of an acetyl group at the 5-position and two fluorine atoms at the 2-position. This compound is of interest in synthetic organic chemistry due to its unique electronic and steric properties imparted by the difluoro substitution, which can enhance reactivity and stability in certain applications. The acetyl group provides a versatile functional handle for further derivatization, making it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and specialty materials. Its structural features contribute to improved metabolic stability and bioavailability in drug development contexts. The compound is typically handled under standard laboratory conditions, with attention to appropriate safety protocols.
5-Acetyl-2,2-difluoro-1,3-benzodioxole structure
136593-45-8 structure
Product Name:5-Acetyl-2,2-difluoro-1,3-benzodioxole
CAS No:136593-45-8
MF:C9H6F2O3
MW:200.138949871063
MDL:MFCD07777109
CID:64439
PubChem ID:26985218
Update Time:2025-05-20

5-Acetyl-2,2-difluoro-1,3-benzodioxole Chemical and Physical Properties

Names and Identifiers

    • 1-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)ethanone
    • 1-(2,2-difluoro-1,3-benzodioxol-5-yl)ethanone
    • 1-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethanone
    • 5-Acetyl-2,2-difluoro-1,3-benzodioxole
    • Ethanone,1-(2,2-difluoro-1,3-benzodioxol-5-yl)
    • 1-(2,2-Difluorobenzodioxol-5-yl)ethanone
    • MFCD07777109
    • A807101
    • SCHEMBL1347343
    • 1-(2,2-DIFLUOROBENZO[D][1,3]DIOXOL-5-YL)ETHAN-1-ONE
    • PS-11337
    • Ethanone, 1-(2,2-difluoro-1,3-benzodioxol-5-yl)-
    • 1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)ethan-1-one
    • FT-0690590
    • DTXSID10650419
    • 136593-45-8
    • AKOS017342908
    • MDL: MFCD07777109
    • Inchi: 1S/C9H6F2O3/c1-5(12)6-2-3-7-8(4-6)14-9(10,11)13-7/h2-4H,1H3
    • InChI Key: BGHPIIBSWJDRLQ-UHFFFAOYSA-N
    • SMILES: FC1(OC2C=CC(C(C)=O)=CC=2O1)F

Computed Properties

  • Exact Mass: 200.02900
  • Monoisotopic Mass: 200.029
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 254
  • 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: 1.4
  • Topological Polar Surface Area: 35.5A^2

Experimental Properties

  • Density: 1.206
  • Boiling Point: 97-99°C 7,5mm
  • Flash Point: 65°C
  • PSA: 35.53000
  • LogP: 2.21070

5-Acetyl-2,2-difluoro-1,3-benzodioxole Security Information

  • Hazard Statement: Irritant
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38
  • Safety Term:S26-36/37/39

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Additional information on 5-Acetyl-2,2-difluoro-1,3-benzodioxole

5-Acetyl-2,2-difluoro-1,3-benzodioxole (CAS No. 136593-45-8): An Overview of a Promising Compound in Pharmaceutical Research

5-Acetyl-2,2-difluoro-1,3-benzodioxole (CAS No. 136593-45-8) is a synthetic organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in pharmaceutical research. This compound is characterized by its acetyl and difluoro substituents, which contribute to its distinct properties and reactivity. In this article, we will delve into the chemical structure, synthesis methods, and potential applications of 5-Acetyl-2,2-difluoro-1,3-benzodioxole, highlighting the latest research findings and its significance in the field of medicinal chemistry.

The chemical structure of 5-Acetyl-2,2-difluoro-1,3-benzodioxole is particularly noteworthy. The presence of the difluoro substituents on the benzodioxole ring imparts unique electronic and steric effects, which can influence the compound's reactivity and biological activity. The acetyl group at the 5-position further enhances the compound's versatility in synthetic transformations and can be a key factor in its pharmacological properties. The combination of these functional groups makes 5-Acetyl-2,2-difluoro-1,3-benzodioxole a valuable building block for the development of novel drugs.

The synthesis of 5-Acetyl-2,2-difluoro-1,3-benzodioxole has been extensively studied in recent years. One common approach involves the reaction of 2,2-difluorobenzodioxole with an acylating agent such as acetic anhydride or acetyl chloride. This method typically proceeds via a nucleophilic substitution mechanism, where the difluorobenzodioxole acts as a nucleophile and attacks the electrophilic acylating agent. The reaction conditions are carefully optimized to ensure high yields and purity of the final product. Other synthetic routes have also been explored, including transition metal-catalyzed reactions and multistep syntheses involving various intermediates.

In terms of its applications, 5-Acetyl-2,2-difluoro-1,3-benzodioxole has shown promise in several areas of pharmaceutical research. One notable application is in the development of antiviral agents. Recent studies have demonstrated that compounds with similar structures exhibit potent antiviral activity against a range of viruses, including influenza and HIV. The presence of the difluorobenzodioxole moiety appears to play a crucial role in enhancing the antiviral potency by interacting with specific viral targets.

Beyond antiviral applications, 5-Acetyl-2,2-difluoro-1,3-benzodioxole has also been investigated for its potential as an anticancer agent. Preclinical studies have shown that this compound can inhibit the growth of various cancer cell lines by targeting key signaling pathways involved in cell proliferation and survival. The acetyl group at the 5-position may contribute to this activity by modulating protein-protein interactions or altering cellular metabolism.

The pharmacokinetic properties of 5-Acetyl-2,2-difluoro-1,3-benzodioxole are another important aspect to consider. Preliminary data suggest that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) profiles. Its lipophilicity and molecular weight are within an optimal range for oral bioavailability and tissue penetration. However, further studies are needed to fully characterize its pharmacokinetics and optimize its formulation for clinical use.

In conclusion, 5-Acetyl-2,2-difluoro-1,3-benzodioxole (CAS No. 136593-45-8) is a promising compound with a unique chemical structure that offers significant potential in pharmaceutical research. Its distinctive features make it a valuable candidate for the development of novel drugs with diverse therapeutic applications. Ongoing research continues to uncover new insights into its properties and mechanisms of action, paving the way for future advancements in medicinal chemistry.

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