2-Amino-4-fluorophenol

A fluorinated aminophenol building block

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

Specifications | MSDS | Literature and Reviews

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

For facile synthesis

Fluorinated aniline/phenol building block

For drug discovery, fluorescent dyes, and organic synthesis

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

Chemical Structure

Product Details

MSDS Documentation

2-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.