4-Bromo-3-fluorobenzonitrile
CAS Number 133059-44-6
Chemistry Building Blocks, Fluorinated Building Blocks, Materials, Non-Heterocyclic Building Blocks
A fluorinated building blocks
Serves as a synthesis intermediate for APIs and dyes
Specifications | MSDS | Literature and Reviews
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 | Tm = 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.