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2-Bromo-3′-fluoroacetophenone

CAS Number 53631-18-8

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

2-Bromo-3′-fluoroacetophenone CAS 53631-18-8
Product Code B2501-5g
Price £116 ex. VAT
£ GBP

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A dihalogenated acetophenone building block

Used as a precursor for heterocycles and ligands for APIs and phosphorescent complexes

2-Bromo-3′-fluoroacetophenone (CAS number 53631-18-8), alternatively known as 3-fluorophenylacyl bromide, has a fluorine substituent on the benzene ring and a bromine on the α-carbon of the ketone. 2-Bromo-3′-fluoroacetophenone is popularly used to synthesised heterocycles such as pyrazines and thiazoles. Thiazoles are obtained from 2-bromo-3′-fluoroacetophenone reacting with thiourea in ethanol (reflux). The thiazolyl derivatives are applied as correctors of the chloride transport defect in cystic fibrosis, glutathione S-transferase Omega 1 inhibitors and Trypanosoma brucei, to name a few.

2-Bromo-3′-fluoroacetophenone reacts with ortho-phenylenediamine derivatives to produce pyrazine derivatives. Complexes of iridium-pyrazine derivatives show phosphorescent emitting yellow to deep red colours (λem = 579 – 655 nm).

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated acetophenone building block

For phosphorescent complexes, medicinal chemistry and biochemistry research

Worldwide shipping for 53631-18-8

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High purity 53631-18-8

High purity

>97% High purity

General Information

CAS Number 53631-18-8
Chemical Formula C8H6BrFO
Full Name 2-Bromo-1-(3-fluorophenyl)ethan-1-one
Molecular Weight 217.04 g/mol
Synonyms 3-Fluorophenacyl bromide, 2-Bromo-1-(3-fluorophenyl)ethanone
Classification / Family Fluorinated building blocks, Heterocycles, Phosphorescent complexes, APIs

Chemical Structure

2-Bromo-3′-fluoroacetophenone chemical structure, CAS 53631-18-8.
2-Bromo-3′-fluoroacetophenone chemical structure, CAS 53631-18-8

Product Details

Purity 97%
Melting Point Tm = 33 °C – 37 °C
Appearance White crystals

MSDS Documentation

2-Bromo-3′-fluoroacetophenone MSDS Sheet2-Bromo-3′-fluoroacetophenone MSDS Sheet

Literature and Reviews

  1. Polysubstituted ligand framework for color tuning phosphorescent iridium(III) complexes, S. Fitzgerald et al., Inorg. Chem., 60(20), 15467–15484(2021); DOI: 10.1021/acs.inorgchem.1c02121.
  2. Structure-based design of N-(50phenylthiazol-2-yl)acrylamides as novel and potent glutathione S-transferase omega 1 inhibitors, W. Dai et al., J. Med. Chem., 62(6), 3068–3087(2019); DOI: 10.1021/acs.jmedchem.8b01960.
  3. Synthesis and structure-activity relationship of aminoarylthiazole derivatives as correctors of the chloride transport defect in cystic fibrosis, E. Pesce et al., Eur. J. Med. Chem., 99, 14–35(2015); DOI: 10.1016/j.ejmech.2015.05.030.
  4. Synthesis of novel amide and urea derivatives of thiazol-2-ethylamines and their activity against Trypanosoma brucei rhodesiense, D. Patrick et al., Bioorg. Med. Chem., 24(11), 2451–2465(2016); DOI: 10.1016/j.bmc.2016.04.006.
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