2-Bromo-6-fluorobenzaldehyde

CAS Number 360575-28-6

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

2-Bromo-6-fluorobenzaldehyde CAS 360575-28-6

A fluorinated benzaldehyde derivative

A multi-functional building block for synthesizing ligands, bicyclic heterocycles and semiconductors

Overview
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2-Bromo-6-fluorobenzaldehyde (CAS number 360575-28-6) is a benzaldehyde substituted with a bromine and a fluorine at the ortho-positions. A ¹H and ¹⁹F NMR probe, fluoro-2-formyphenyl boronic acid is synthesized from 2-bromo-6-fluorobenzaldehyde. The NMR probe can determine the enantiopurity of sulfinamides that are widely used as chiral auxiliaries for asymmetric synthesis. 2-Bromo-6-fluorobenzaldehyde is used to synthesize bicyclic heterocycles such as indazoles, through a reaction of 2-bromo-6-fluorobenzaldehyde, primary amines and sodium azide, catalysed by copper(II) oxide.

2-Bromo-6-fluorobenzaldehyde can assist self-assembly of macromolecules to fabricate nanostructures. A semiconducting thienisoindigo based nanowire is assembled with 2-bromobenzaldehyde via halogen and chalcogen bonding, showing hole mobility of 6.39×10⁻⁴ cm²/Vs.

Multiple functional groups

For facile synthesis

Fluorinated benzaldehyde building block

For drug discovery, NMR probes and semiconducting materials

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	360575-28-6
Chemical Formula	C₇H₄BrFO
Full Name	2-Bromo-6-fluorobenzaldehyde
Molecular Weight	203.01 g/mol
Synonyms	6-Bromo-2-fluorobenzaldehyde, 2-Fluoro-6-bromobenzaldehyde
Classification / Family	Fluorinated building blocks, Benzaldehyde building block, Ligands, NMR probes, Semiconductors

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 43 – 47 °C
Appearance	Beige powder

MSDS Documentation

2-Bromo-6-fluorobenzaldehyde MSDS Sheet

Literature and Reviews

Thienoisoindio-based semiconductor nanowires assembled with 2-bromobenzaldehyde via both halogen and chalcogen bonding, Sci. Rep., 8, 1488(2018); DOI: 10.1038/s41598-018-32486-z.
A combined kinetico-mechanistic and computational study on the competitive formation of seven versus five-membered platinacycles; the relevance of spectator halide ligands, G. Aullón et al., Dalton Trans., 44, 17968–17979(2015); DOI: 10.1039/C5DT02657A.
A three-component derivatization protocol for determining the enantiopurity of sulfinamindes by¹H and ¹⁹F NMR spectroscopy, R. Groleau et al., J. Org. Chem., 85, 1208–1215(2020); DOI: 10.1021/acs.joc.9b02473.
CuO nanoparticle catalysed synthesis of 2H-indazoles under ligand free conditions, RSC Adv., 4, 4080(2014); DOI: 10.1039/c3ra45298k.
Synthesis of pyrimidine fused quinolines by ligand-free copper-catalyzed domino reactions, A. Panday et al., J. Org. Chem., 83(7), 3624–3632(2018); DOI: 10.1021/acs.joc.7b03272.

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