3-Bromo-5-fluorophenol

CAS Number 433939-27-6

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

A fluorinated phenol building block

As a tri-functionalised molecular scaffold for the synthesis of APIs

Overview
Related Products

3-Bromo-5-fluorophenol (CAS number: 433939-27-6), is a phenol derivative that contains both bromide and fluoride functional groups. The three functional groups of 3-bromo-5-fluorophenol exhibit distinct reactivity. The hydroxy group is capable of undergoing nucleophilic substitution and Mitsunobu reactions, while the bromo-group is well-suited for metal-catalysed cross-coupling reactions. The fluoride substituent reacts with nucleophiles via nucleophilic aromatic substitution, or it can be preserved to enhance the binding affinity of synthesized active pharmaceutical ingredients (APIs).

3-Bromo-5-fluorophenol is commonly utilised as a molecular scaffold for APIs. Anticancer 3,4'-substituted diaryl guanidinium derivatives are synthesised from 3-bromo-5-fluorophenol, demonstrating an inhibition of 4.07 ± 0.10 µM against the human promyelocytic leukaemia (HL-60) cell line.

Multiple functional groups

For facile synthesis

Fluorinated phenol building block

For drug discovery, medicinal chemistry, and organic synthesis

Low Cost

Competitively priced, high quality product

High purity

>98% High purity

General Information

CAS Number	433939-27-6
Chemical Formula	C₆H₄BrFO
Full Name	3-Bromo-5-fluorophenol
Molecular Weight	191.00 g/mol
Synonyms	3-Fluoro-5-Bromophenol
Classification / Family	Fluorinated building block, Halogenated building blocks, Phenol building blocks, APIs

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 36 °C – 40 °C
Appearance	White Powder

MSDS Documentation

3-Bromo-5-fluorophenol MSDS Sheet

Literature and Reviews

Mosquito acetylcholinesterase as a target for novel phenyl-substituted carbamates, J. Mutunga et al., Int. J. Environ. Res. Public Health, 16, 1500 (2019); DOI: 10.3390/ijerph16091500.
The twin drug approach for novel nicotinic acetylcholine receptor ligands, Bioorg. Med. Chem., 23 (15), 4375–4389 (2015); DOI: 10.1016/j.bmc.2015.06.034.
Exploring the anti-cancer mechanism of novel 3,4'-substituted diaryl guanidinium derivatives, V. Previtali et al., Pharmaceuticals, 13, 485 (2020); DOI: 10.3390/ph13120485.
Non-acidic free fatty acid receptor 4 agonists with antidiabetic activity, C. Azevedo et al., J. Med. Chem., 59 (19), 8868–8878 (2016); DOI: 10.1021/acs.jmedchem.6b00685.

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