Cas no 53001-23-3 (2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine)

2-(2,3,5,6-Tetrafluorophenyl)ethan-1-amine is a fluorinated aromatic amine with a phenyl ring substituted with four fluorine atoms and an ethylamine side chain. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The tetrafluorophenyl group enhances lipophilicity and metabolic stability, while the primary amine functionality allows for further derivatization. Its high purity and well-defined reactivity profile make it suitable for cross-coupling reactions, amide formations, and other transformations requiring precise control. The compound’s fluorinated aromatic core also contributes to improved binding affinity in bioactive molecules, underscoring its utility in drug discovery and material science applications.
2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine structure
53001-23-3 structure
Product Name:2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine
CAS No:53001-23-3
MF:C8H7F4N
MW:193.141495943069
CID:4022792
PubChem ID:23262380
Update Time:2025-10-29

2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine Chemical and Physical Properties

Names and Identifiers

    • Benzeneethanamine, 2,3,5,6-tetrafluoro-
    • 2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine
    • EN300-1866282
    • 53001-23-3
    • AKOS006290146
    • SCHEMBL6963717
    • 2,3,5,6-Tetrafluorobenzeneethanamine
    • DTXSID701289620
    • Inchi: 1S/C8H7F4N/c9-5-3-6(10)8(12)4(1-2-13)7(5)11/h3H,1-2,13H2
    • InChI Key: LJPNVDYYXGGPRY-UHFFFAOYSA-N
    • SMILES: FC1C(=CC(=C(C=1CCN)F)F)F

Computed Properties

  • Exact Mass: 193.05146188g/mol
  • Monoisotopic Mass: 193.05146188g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 152
  • 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: 1.6
  • Topological Polar Surface Area: 26?2

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Additional information on 2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine

2-(2,3,5,6-Tetrafluorophenyl)ethan-1-amine: A Comprehensive Overview

The compound 53001-23-3, also known as 2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine, is a highly specialized chemical entity with significant applications in various scientific and industrial domains. This compound has garnered attention in recent years due to its unique properties and potential uses in advanced materials science and pharmaceutical research. In this article, we delve into the structural characteristics, synthesis methods, and cutting-edge applications of this intriguing compound.

2-(2,3,5,6-Tetrafluorophenyl)ethan-1-amine is a derivative of aniline, featuring a tetrafluorophenyl group attached to the ethanamine backbone. The presence of four fluorine atoms on the aromatic ring imparts distinct electronic and steric properties to the molecule. Fluorine substitution is known to enhance the stability of aromatic systems while introducing electronegativity that can influence reactivity in various chemical reactions. Recent studies have highlighted the role of such fluorinated aromatic compounds in modulating drug-target interactions, making them valuable in medicinal chemistry.

The synthesis of 53001-23-3 typically involves multi-step processes that combine traditional organic chemistry techniques with modern catalytic methods. One common approach includes the nucleophilic substitution of a suitable tetrafluorophenyl precursor with an amine group. Researchers have explored various catalysts to optimize reaction efficiency and yield. For instance, the use of palladium-catalyzed coupling reactions has shown promise in constructing the desired aromatic amine structure with high precision.

One of the most exciting developments involving 2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine is its application in drug discovery programs. The compound's ability to act as a building block for more complex molecules has been leveraged in designing potential therapeutic agents. Recent studies have demonstrated its utility in creating bioactive compounds with selective affinity for specific molecular targets. For example, derivatives of this compound have been investigated for their potential as inhibitors of enzyme pathways associated with neurodegenerative diseases.

In addition to pharmaceutical applications, 53001-23-3 has found relevance in materials science. Its unique electronic properties make it a candidate for use in organic electronics and optoelectronic devices. Researchers have explored its role as a component in organic light-emitting diodes (OLEDs) and other advanced materials systems. The fluorinated aromatic ring contributes to enhanced stability and charge transport properties, which are critical for high-performance electronic devices.

Recent advancements in computational chemistry have also shed light on the molecular dynamics of 2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine. Quantum mechanical simulations have provided insights into its electronic structure and reactivity patterns. These studies have facilitated the design of more efficient synthetic routes and guided the exploration of novel applications for this compound.

In conclusion, 53001-23-3, or 2-(2,3,5,6-tetrafluorophenyl)ethan-1-amine, stands as a testament to the ingenuity of modern chemical research. Its versatile properties and wide-ranging applications underscore its importance in contemporary science and industry. As research continues to uncover new potentials for this compound, it is poised to play an even greater role in advancing technological and medical frontiers.

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