4-Bromo-3-fluorobenzonitrile

CAS Number 133059-44-6

Chemistry Building Blocks, Fluorinated Building Blocks, Non-Heterocyclic Building Blocks

4-Bromo-3-fluorobenzonitrile CAS 133059-44-6

A fluorinated building blocks

Serves as a synthesis intermediate for APIs and dyes

Overview
Related Products

4-Bromo-3-fluorobenzonitrile (CAS 133059-44-6) is a benzonitrile derivative with bromide and fluoride functional groups. Due to its multiple functional groups, 4-bromo-3-fluorobenzonitrile is employed as molecular scaffold for active pharmaceutical ingredients (APIs). The bromo-substituent allows 4-bromo-3-fluorobenzonitrile to undergo palladium-catalysed cross-coupling reactions. Antimutagenic drugs known as bichalcophene fluorobenzamidines are prepared from 4-bromo-3-fluorobenzonitrile. The synthesis begins with a Stille coupling reaction followed by the conversion of nitrile to amidine using lithium bis(trimethylsilyl)amide. These antimutagens demonstrate a 69% reduction in the mutation frequency caused by the binding of azide to DNA.

4-Bromo-3-fluorobenzonitrile is also employed in the preparation of persistent room-temperature phosphorescent dyes. These dyes, derived from carbazole, exhibit a high quantum yield of up to 22%.

Multiple functional groups

For facile synthesis

Fluorinated benzonitrile building block

For drug discovery, medicinal chemistry, and phosphorescent dyes

Low Cost

Competitively priced, high quality product

High purity

>98% High purity

General Information

CAS Number	133059-44-6
Chemical Formula	C₇H₃BrFN
Full Name	4-Bromo-3-fluorobenzonitrile
Molecular Weight	200.01 g/mol
Synonyms	4-Cyano-2-fluorobromobenzene, 3-Fluoro-4-bromocyanobenzene
Classification / Family	Fluorinated building blocks, Non-heterocyclic building blocks, Brominated building blocks, Benzonitrile building blocks, APIs, Phosphorescent dyes

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 92 °C – 97 °C
Appearance	White Powder/Crystals

MSDS Documentation

4-Bromo-3-fluorobenzonitrile MSDS Sheet

Literature and Reviews

The transition-metal-catalyst-free oxidative homocoupling of organomanganese reagents prepared by the insertion of magnesium into organic halides in the presence of MnCl₂•2LiCl, Z. Peng et al., Org. Biomol. Chem., 12, 7800–7809 (2014); DOI: 10.1039/C4OB01235F.
Evaluation of the biological activity of novel monocationic fluoroaryl-2,2′-bichalcophenes and their analogues, W. Hassin et al., Drug Des. Devel. Ther., 20, 963–972 (2014); DOI: 10.2147/DDDT.S66469.
Organic persistent room temperature phosphorescence enabled by carbazole impurity, A. Brannan et al., Front. Chem., 10, 1008658 (2023); DOI: 10.3389/fchem.2022.1008658.
Synthesis and antiprotozoal activity of dicationic 2,6-diphenylpyrazines and aza-analogues, L. Hu et al., Bioorg. Med. Chem., 21 (21), 6732–6741 (2013); DOI: 10.1016/j.bmc.2013.08.006.

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