2-Bromo-5-fluorobenzonitrile

CAS Number 57381-39-2

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

2-Bromo-5-fluorobenzonitrile CAS 57381-39-2

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.

Specifications | MSDS | Literature and Reviews

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

For facile synthesis

Fluorinated benzonitrile building block

For drug discovery, TADF dyes, OLEDs research

Worldwide shipping

Quick and reliable shipping

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

Product Details

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

MSDS Documentation

2-Bromo-5-fluorobenzonitrile MSDS Sheet

Literature and Reviews

Differently substituted benzonitriles for non-doped OLEDs, D. Gudeika et al., Dyes Pigm., 172, 107789(2020); DOI: 10.1016/j.dyepig.2019.107789.
"On-water" synthesis of quinazolinones and dyhydroquinazolinones starting from o-bromobenzonitrile, Z. Liu et al., Molecules, 23, 2325(2018); DOI: 10.3390/molecules23092325.
Substrate profiling of the cobalt nitrile hydratase from Rhodococcus rhodochrous ATCC bAA 870, A. Mashweu, Molecules, 25, 238(2020); DOI: 10.3390/molecules25010238.

Allosteric GABA_A 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.