4-Bromo-2,6-difluoroaniline

CAS Number 67567-26-4

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

4-Bromo-2,6-difluoroaniline CAS 67567-26-4

A tri-halogenated aniline building block

A synthesis intermediate for azo-dyes and macromolecules in application of solar cells, OLEDs, organic semiconductors, self-assemble molecular architectures and drug release

Overview
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4-Bromo-2,6-difluoroaniline (CAS number 67567-26-4) is an aniline derivative with a bromine at para-position and two fluorines at ortho-positions. The multiple substituents have different chemical reactivities, making 4-bromo-2,6-difluoroaniline a versatile building block in chemical synthesis. The bromo-substituent allows Pd-catalysed coupling reaction for expanding the size of the molecule. The amine group is used as a nucleophile in a chemical reaction, or it can also be oxidised to amine oxide to synthesize conjugated azo compounds. The fluoro-substitutes adjust the energy level of the molecular orbitals while they can undergo nucleophilic aromatic substitution for designing macromolecules.

A Pd-azobenzene complex based on 4-bromo-2,6-difluoroaniline has shown photo-switching properties. It can reversibly switch to two discrete self-assembled structures. A conjugated quasiplanar triarylamines synthesized from 4-bromo-2,6-difluoroaniline is used as hole-transporting material in perovskite solar cells and OLEDs.

Multiple functional groups

For facile synthesis

Fluorinated aniline building block

For semiconductors, solar cells and OLEDs

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	67567-26-4
Chemical Formula	C₆H₄F₂NBr
Full Name	4-Bromo-2,6-difluoroaniline
Molecular Weight	208.01 g/mol
Synonyms	4-Bromo-2,6-difluorobenzenamine
Classification / Family	Fluorinated building block, Amine building block, Azo-dyes, solar cells, OLEDs, semiconductors, macromolecules

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 63 – 65 °C
Appearance	White powder

MSDS Documentation

4-Bromo-2,6-difluoroaniline MSDS Sheet

Literature and Reviews

Partially oxygen-bridged triphenylamines with a quasiplanar structure as a key scaffold for hole-transporting materials, A. Wakamiya et al., J. Synth. Org. Chem. Jpn., 74(11), 1128–1135(2016); DOI: 10.5059/yukigoseikyokaishi.74.1128.
Selective release of a potent anticancer agent from a supramolecular hydrogel using green light, J. Karcher et al., RSC Adv., 11, 8546(2021); DOI: 10.1039/d0ra08893e.
Synthesis of novel phenoxyimine ligands containing a 2,6-difluoro-4-styrylaniline, B. Liu et al., J. Chem. Res., 35(3), 151–153(2011); DOI: 10.3184/174751911X12979306434042.
Visible-light switching metalosupramolecular assemblies, A. Kennedy et al., Chem. Eur. J., 28, e202104461(2022); DOI: 10.1002/chem.202104461.
Visible-light-responsive self-assembled complexes: improved photoswitching properties by metal ion coordination, R. DiNardi et al., Angew. Chem. Int. Ed., 61, e202205701(2022); DOI: 10.1002/anie.202205701.

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