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2-Bromo-5-fluorobenzonitrile CAS 57381-39-2
Product Code B2851-10g
Price £60 ex. VAT
£ GBP

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A dihalogenated benzonitrile building block

Used as a precursor for the synthesis of TADF dyes in OLED applications and APIs in antitumour and anti-inflammatory applications.

2-Bromo-5-fluorobenzonitrile (CAS number 57381-39-2) is a benzonitrile derivative, bearing a bromide and a fluoride at the 2- and 5-positions. The bromide and fluoride substituents display different reactivities, thus enabling selective substitution reactions. Fluoride favours nucleophilic aromatic substitution, while bromide is amenable to Pd-catalysed coupling reactions. A thermally activated delayed fluorescence (TADF) dye, named as 2-phenoxazine-5-acridine-benzonitrile, is synthesised from 2-bromo-5-fluorobenzonitrile with phenoxazines, carbazoles or acridan in a two-step reaction that includes nucleophilic aromatic substitution and Buchwald-Hartwig amination. The resulting OLED device shows a maximum current efficiency of 16.3 cdA-1, a maximum powder efficiency of 12.2 lmW-1 and an external quantum efficiency of 5%.

The ortho positioning of bromide and nitrile groups of 2-bromo-5-fluorobenzonitrile facilitates its synthesis into quinazolines for the use in antitumour and anti-inflammatory applications.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated benzonitrile building block

For drug discovery, TADF dyes, OLEDs research

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High purity 57381-39-2

High purity

>98% High purity

General Information

CAS Number 57381-39-2
Chemical Formula C7H3BrFN
Full Name 2-Bromo-5-fluorobenzonitrile
Molecular Weight 200.01 g/mol
Synonyms N/A
Classification / Family Fluorinated building blocks, Benzonitrile building blocks, TADF, OLEDs, APIs

Chemical Structure

2-Bromo-5-fluorobenzonitrile chemical structure, CAS 57381-39-2.
2-Bromo-5-fluorobenzonitrile chemical structure, CAS 57381-39-2

Product Details

Purity 98%
Melting Point Tm = 92 °C – 95 °C
Appearance White powder/crystals

MSDS Documentation

2-Bromo-5-fluorobenzonitrile2-Bromo-5-fluorobenzonitrile MSDS Sheet

Literature and Reviews

  1. Differently substituted benzonitriles for non-doped OLEDs, D. Gudeika et al., Dyes Pigm., 172, 107789(2020); DOI: 10.1016/j.dyepig.2019.107789.
  2. "On-water" synthesis of quinazolinones and dyhydroquinazolinones starting from o-bromobenzonitrile, Z. Liu et al., Molecules, 23, 2325(2018); DOI: 10.3390/molecules23092325.
  3. Substrate profiling of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC bAA 870, A. Mashweu, Molecules, 25, 238(2020); DOI: 10.3390/molecules25010238.
  4. Allosteric GABAA receptor modulators — A review on the most recent heterocyclic chemotypes and their synthetic accessibility, B. Alanis et al., Molecules, 25, 999(2020); DOI: 10.3390/molecules25040999.
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