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Product Code B2261-5g
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A fluorinated aminophenol building block

A precursor for synthesizing benzoxazole and benzoxazine derivatives in application of APIs and fluorescent dyes

2-Amino-4-fluorophenol (CAS number 399-97-3), also referred to as 5-fluoro-2-hydroxyaniline, has a primary amine and a fluorine substituent at 2- and 4-positions. The amine and hydroxy groups in 2-amino-4-fluorophenol can coordinate to a metal centre to form 5-membered ring complexes. A heteroleptic tin(IV) complex with 2-amino-4-fluorophenol has shown in vitro cytotoxicity towards human cancer cells.

The ortho-position amine and hydroxyl groups make 2-amino-4-fluorophenol an ideal precursor for the syntheses of benzoxazoles and benzoxazines. A fluorescent benzoxazine derivative is synthesized from 2-amino-4-fluorophenol and 1,2-diketones. Functionalised benzoxazole can be obtained by reacting 2-amino-4-fluorophenol with 1,1'-dibromoethene derivatives.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated aniline/phenol building block

For drug discovery, fluorescent dyes, and organic synthesis

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High purity 399-97-3

High purity

>97% High purity

General Information

CAS Number 399-97-3
Chemical Formula C6H6FNO
Full Name 2-Amino-4-fluorophenol
Molecular Weight 127.12 g/mol
Synonyms 5-Fluoro-2-hydroxyaniline
Classification / Family Fluorinated building block, APIs and fluorescent dyes

Chemical Structure

2-Amino-4-fluorophenol chemical structure, CAS 399-97-3
2-Amino-4-fluorophenol chemical structure, CAS 399-97-3

Product Details

Purity 97%
Melting Point Tm = 130 – 135 °C
Appearance Brown powder

MSDS Documentation

2-Amino-4-fluorophenol2-Amino-4-fluorophenol MSDS Sheet

Literature and Reviews

  1. 4-Benzoyl-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2-dihydropyrimidino[4,3-c][1,4]benzoxazine-3,5-dione, E. Khramtsova et al., Molbank, 2023, M1583(2023); DOI:10.3390/M1583.
  2. Direct access to highly functionalised benzimidazoles and benzoxazoles from a common precursor, A. Garrido et al., Synthesis, 51, 4006–4013(2019); DOI: 10.1055/s-0039-1690153.
  3. Structure-based optimization of small molecule human galactokinase inhibitors, L. Liu et al., J. Med. Chem., 64(18), 13551–13571(2021); DOI: 10.1021/acs.jmedchem.1c00945.
  4. Synthesis and biological evaluation of potential acetylcholinesterase inhibitors based on a benzoxazine core, C. Méndez-Rojas et al., Arch Pharm. Chem. Life Sci., 315(5), 1800024(2018); DOI: 10.1002/ardp.201800024.
  5. Synthesis of some fluorescent dyes based on stilbene derivatives with various substituents and their effects on the absorption maxima, Y.-G. Lee et al., Appl. Sci., 13, 5543(2023); DOI: 10.3390/app13095543.
  6. Schiff base Sn(IV) complexes as cytotoxic agents: Synthesis, structure, isosteric and bioisosteric replacement, J. Galván-Hidalgo et al., J. Organomet. Chem., 848(15), 332-343(2017); DOI: 10.1016/j.jorganchem.2017.08.017.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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