Cas no 163734-01-8 (2-Amino-4,5-difluorophenol)

2-Amino-4,5-difluorophenol is a fluorinated phenolic compound featuring both amino and hydroxyl functional groups on a difluorinated benzene ring. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of fluorine atoms enhances its electron-withdrawing properties, influencing the compound's stability and interaction in coupling or substitution reactions. Its dual functional groups allow for versatile derivatization, enabling applications in the development of active ingredients or specialty chemicals. The compound's precise substitution pattern ensures selectivity in synthetic pathways, contributing to efficient and targeted molecular transformations. Suitable for controlled environments due to its sensitivity, it requires proper handling to maintain purity and reactivity.
2-Amino-4,5-difluorophenol structure
2-Amino-4,5-difluorophenol structure
Product Name:2-Amino-4,5-difluorophenol
CAS No:163734-01-8
MF:C6H5F2NO
MW:145.106808423996
MDL:MFCD03094185
CID:110314
PubChem ID:2737652
Update Time:2025-10-28

2-Amino-4,5-difluorophenol Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-4,5-difluorophenol
    • 4,5-Difluoro-2-hydroxyaniline
    • Phenol,2-amino-4,5-difluoro-
    • 2-aminio-4,5-difluorophenol
    • Phenol, 2-amino-4,5-difluoro- (9CI)
    • PHENOL, 2-AMINO-4,5-DIFLUORO-
    • PubChem3539
    • 2-amino-4,5-diflourophenol
    • TVVXWABORGVGEC-UHFFFAOYSA-N
    • SBB086392
    • 2-AMINO-4,5-DIFLUORO-PHENOL
    • RP20972
    • 3,4-DIFLUORO-6-HYDROXYANILINE
    • XF10080
    • AS06828
    • AB00
    • FT-0687044
    • Z1203579394
    • DTXSID30372207
    • MFCD03094185
    • PS-8964
    • AKOS005256338
    • A19884
    • EN300-137009
    • J-507813
    • 163734-01-8
    • SCHEMBL932471
    • 2-Amino-4,5-difluorophenol 95%
    • DB-064515
    • MDL: MFCD03094185
    • Inchi: 1S/C6H5F2NO/c7-3-1-5(9)6(10)2-4(3)8/h1-2,10H,9H2
    • InChI Key: TVVXWABORGVGEC-UHFFFAOYSA-N
    • SMILES: FC1C(=CC(=C(C=1)N)O)F

Computed Properties

  • Exact Mass: 145.03400
  • Monoisotopic Mass: 145.03392011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 122
  • 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: 46.2
  • XLogP3: 1.1

Experimental Properties

  • Density: 1.472±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 135-140°C
  • Boiling Point: 267.0±40.0 oC (760 Torr),
  • Flash Point: 115.3±27.3 oC,
  • Solubility: Slightly soluble (1.2 g/l) (25 o C),
  • PSA: 46.25000
  • LogP: 1.83380

2-Amino-4,5-difluorophenol Security Information

  • Hazardous Material Identification: Xi

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Additional information on 2-Amino-4,5-difluorophenol

Introduction to 2-Amino-4,5-difluorophenol (CAS No. 163734-01-8)

2-Amino-4,5-difluorophenol is a fluorinated aromatic heterocyclic compound with significant potential in the field of pharmaceutical and agrochemical research. Its unique structural features, characterized by the presence of amino and fluorine substituents, make it a valuable intermediate in the synthesis of various biologically active molecules. This compound has garnered attention due to its role in developing novel therapeutic agents and its utility in medicinal chemistry.

The chemical structure of 2-Amino-4,5-difluorophenol consists of a benzene ring substituted with two fluorine atoms at the 4th and 5th positions, along with an amino group at the 2nd position. This arrangement imparts distinct electronic and steric properties to the molecule, influencing its reactivity and interaction with biological targets. The fluorine atoms enhance the lipophilicity and metabolic stability of the compound, while the amino group provides a site for further functionalization.

In recent years, 2-Amino-4,5-difluorophenol has been extensively studied for its applications in drug discovery. Its fluorinated backbone is particularly attractive in medicinal chemistry due to the ability of fluorine to modulate pharmacokinetic properties such as solubility, bioavailability, and metabolic clearance. Researchers have leveraged this compound to develop inhibitors targeting various disease pathways.

One of the most notable areas of research involving 2-Amino-4,5-difluorophenol is in the development of anticancer agents. Fluorinated aromatic compounds have shown promise in disrupting key enzymatic pathways involved in tumor growth and proliferation. For instance, studies have demonstrated that derivatives of 2-Amino-4,5-difluorophenol can inhibit kinases and other enzymes critical for cancer cell survival. The amino group in the molecule serves as a handle for further derivatization, allowing chemists to fine-tune the pharmacological profile of these compounds.

Additionally, 2-Amino-4,5-difluorophenol has been explored as a precursor in synthesizing antimicrobial agents. The presence of fluorine atoms enhances the compound's ability to interact with bacterial enzymes and cell membranes, leading to increased efficacy against resistant strains. Recent publications highlight its role in developing novel antibiotics that target bacterial DNA gyrase and topoisomerase systems.

The agrochemical industry has also benefited from the use of 2-Amino-4,5-difluorophenol as an intermediate. Fluorinated compounds are known for their improved stability under environmental conditions, making them suitable for use in crop protection chemicals. Researchers have synthesized herbicides and fungicides incorporating this moiety, which exhibit enhanced activity against pests and pathogens while maintaining low toxicity to non-target organisms.

The synthesis of 2-Amino-4,5-difluorophenol typically involves multi-step organic reactions starting from readily available precursors. Advanced synthetic methodologies such as cross-coupling reactions and metal-catalyzed fluorination have been employed to achieve high yields and purity. The growing demand for this compound has spurred innovation in synthetic routes, ensuring efficient production scales for industrial applications.

In conclusion, 2-Amino-4,5-difluorophenol (CAS No. 163734-01-8) is a versatile intermediate with broad applications in pharmaceuticals and agrochemicals. Its unique structural features enable the development of novel therapeutics targeting various diseases, including cancer and infections. As research continues to uncover new biological activities and synthetic strategies, this compound is poised to play an increasingly significant role in drug discovery and agricultural innovation.

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