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4-Bromo-3-fluoroiodobenzene

CAS Number 136434-77-0

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

4-Bromo-3-fluoroiodobenzene CAS 136434-77-0
Product Code B3221-5g
Price £35 ex. VAT
£ GBP

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A versatile multi-halogenated building block

Utilised as a synthesis intermediate for carbazole derivatives, APIs and liquid crystals

4-Bromo-3-fluoroiodobenzene (CAS number 136434-77-0), is a multi-halogenated benzene derivative with an iodide, a fluoride and a bromide at 1-, 3- and 4-positions, respectively. 4-Bromo-3-fluoroiodobenzene serves as a molecular scaffold due to its three distinct substituents. The fluoride group is favourable for nucleophilic aromatic substitution, i.e.  nucleophilic displacement of the fluorine atom with the amine derivative, creating a substituted aryl amine bond. The iodide and bromide functional groups are preferred in metal-catalysed cross-coupling reactions. Additionally, iodide exhibits higher reaction rate during the catalytic reaction compared to the bromide substituent.

Selective factor Xa inhibitors (7-fluoroindazole derivatives) are synthesised from 4-bromo-3-fluoroiodobenzene. The resulting Xa inhibitors exhibit highly selective potency of 5.2 nM.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated iodobenzene building block

Fluorinated iodobenzene building block

For drug discovery, liquid crystals, and carbazole derivatives

competitively priced 136434-77-0

Low Cost

Competitively priced, high quality product

High purity 136434-77-0

High purity

>98% High purity

General Information

CAS Number 136434-77-0
Chemical Formula C6H3BrFI
Full Name 1-Bromo-2-fluoro-4-iodobenzene
Molecular Weight 300.90 g/mol
Synonyms 2-Bromo-4-fluoroiodobenzene
Classification / Family Fluorinated building blocks, Aromatic building blocks, APIs, Liquid crystals, Carbazole derivatives

Chemical Structure

4-Bromo-3-fluoroiodobenzene chemical structure, CAS 136434-77-0
4-Bromo-3-fluoroiodobenzene chemical structure, CAS 136434-77-0

Product Details

Purity 98%
Melting Point Tm = 34 °C – 38 °C
Appearance White crystals

MSDS Documentation

4-Bromo-3-fluoroiodobenzene4-Bromo-3-fluoroiodobenzene MSDS Sheet

Literature and Reviews

  1. 7-Fluoroindazoles as potent and selective inhibitors of factor Xa, Y.-K. Lee et al., J. Med. Chem., 51, 282–297 (2008); DOI: 10.1021/jm701217r.
  2. Synthetic advantages of defluorinative C-F bond functionalization, L. Hooker et al., Angew. Chem. Int. Ed., e202308880 (2023); DOI: 10.1002/anie.202308880.
  3. Copper/β-diketone-catalysed N-arylation of carbazoles, F. Chen et al., RSC Adv., 5, 51512–51523 (2015); DOI: 10.1039/C5RA07690K.
  4. Low mid-infrared absorption tolane liquid crystals terminated by 2,2-difluorovinyloxyl: synthesis, characterization and properties, M. Hu et al., J. Mater. Chem. C, 4, 4939 (2016); DOI: 10.1039/c6tc01249c.
  5. Antitubercular nitrofuran isoxazolines with improved pharmacokinetic properties, Rakesh et al., Bioorg. Med. Chem., 20 (20), 6063–6072 (2012); DOI: 10.1016/j.bmc.2012.08.023.
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