5-Bromo-3-fluorosalicylaldehyde

CAS Number 251300-28-4

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

5-Bromo-3-fluorosalicylaldehyde CAS 251300-28-4

A fluorinated multifunctional building block

Used as a starting material for synthesizing Schiff base for OLED, DSSCs and bioactive compounds

Overview
Related Products

5-Bromo-3-fluorosalicylaldehyde, CAS number 251300-28-4, is a derivative of salicylaldehyde (2-hydroxybenzaldehyde), bearing functional groups of both bromo- and a fluoro-halogens, a hydroxyl and carboxylic acid around the benzene ring. 5-Bromo-3-fluorosalicylaldehyde is an ideal candidate for synthesizing Schiff base which is a sub-class of imine (ketimines or aldimines). The synthesis of Schiff base starts with nucleophilic addition to the aldehyde with an amine (either aliphatic or aryl) forming a hemiaminal, then followed by dehydration to form the aldimine.

Schiff base chemical structure — Chemical structure of a 5-bromo-3-fluoro-salen ligand

The Schiff bases synthesised from 5-Bromo-3-fluorosalicylaldehyde are bidentate/tetradentate ligands. They can further form coordination complexes that are used as dyes in OLED and dye-sensitized solar cells (DSSCs with power conversion efficiency circa 7.7 %). Such complexes are also investigated in antimicrobial activities against bacteria and fungi.

Multiple functional groups

For facile synthesis

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

Fluorinated salicylaldehyde building block

For OLEDs, dyes, and solar cells

General Information

CAS Number	251300-28-4
Chemical Formula	C₇H₄BrFO₂
Full Name	5-bromo-3-fluoro-2-hydroxybenzaldehyde
Molecular Weight	219.01 g/mol
Synonyms	N/A
Classification / Family	Fluorinated building block, Schiff base, Dyes, Semiconductor synthesis intermediates, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>97%
Melting Point	T_m = 112 °C – 116 °C
Appearance	Yellow powder

MSDS Documentation

5-Bromo-3-fluorosalicylaldehyde MSDS Sheet

Literature and Reviews

Schiff bases and their complexes in organic light emitting diode application, S. Kagatikar et al., J. Electron. Mater., 50, 6708–6723(2021); DOI:10.1007/s11664-021-09197-9.
Tuning the electronic and charge transport properties of Schiff base compounds by electron donor and/or acceptor groups, A. Irfan et al., Materials, 15, 8590(2022);10.3390/ma15238590.
A novel class of Zn(II) Schiff base complexes with aggregation-induced emission enhancement (AIEE) properties: Synthesis, characterization and photophysical/electrochemical properties, Y.-Z. Xie et al., Dyes Pigm., 96, 467-474(2013); DOI:10.1016/j.dyepig.2012.09.020.
A novel zinc complex with ethylenediamine Schiff base for highly luminance blue fluorescent OLED application, A. Gusev et al., J. Phys. Chem. C, 123(18), 11850–11859(2019); DOI:10.1021/acs.jpcc.9b02171.
Energy materials based on metal Schiff base complexes, J. Zhang et al., Coordination Chemistry Reviews, 355, 180–198(2018); DOI:10.1016/j.ccr.2017.08.007.
Synthesis, characterization and antimicrobial activities of Cu(II), Ni(II) and Co(II) complexes with N–O donor ligand, V. Gupta et al., Asian J. Pharm. Tech., 4(4), 205-210(2014); DOI: 10.5958/2231–5713.
Schiff bases: versatile motifs of synthetic and biological interest, K. Kumar et al., J. Pharm. Biol. Sci., 16(4), 47-55(2021); DOI: 10.9790/3008-1604024755.

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