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2-Fluoro-5-nitrobenzonitrile

CAS Number 17417-09-3

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers

2-Fluoro-5-nitrobenzonitrile CAS 17417-09-3
Product Code B2371-10g
Price £72 ex. VAT
£ GBP

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A fluorinated benzene with multiple functional groups

A molecular scaffold for synthesizing APIs and macromolecules

2-Fluoro-5-nitrobenzonitrile (CAS number 17417-09-3) is a benzene derivative with a fluorine, a nitrile and a nitro electron withdrawing groups. The triple-substituted 2-fluoro-5-nitrobenzonitrile is an ideal scaffold for molecular design. Each substituent has different reactivities, thus no protective group is required. Anti-tumour benzothiophene derivatives can be synthesized from 2-fluoro-5-nitrobenzonitrile reacting with methyl thioglycolate (93% yield). The synthetic route is fully customised and different functional groups can be introduced to the molecular scaffold depending on the desired lipophilicity and binding affinity. Other than benzothiophene, pyrroloquinoline and quinoline derivatives can be synthesized from 2-fluoro-5-nitrobenzonitrile.

The meta-position of nitro and nitrile groups allow 2-fluoro-5-nitrobenzonitrile to construct macrocycles.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated benzonitrile building block

For drug discovery, organic synthesis and medicinal chemistry

Worldwide shipping for 17417-09-03

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High purity 17417-09-03

High purity

>98% High purity

General Information

CAS Number 17417-09-3
Chemical Formula C7H3FN2O2
Full Name 2-Fluoro-5-nitrobenzonitrile
Molecular Weight 166.11 g/mol
Synonyms 3-Cyano-4-fluoronitrobenzene, 5-Nitro-2-fluorobenzonitrile
Classification / Family Fluorinated building block, Molecular scaffold, APIs, Macromolecules, Macrocycles

Chemical Structure

2-Fluoro-5-nitrobenzonitrile chemical structure, CAS 17417-09-3
2-Fluoro-5-nitrobenzonitrile chemical structure, CAS 17417-09-3

Product Details

Purity 98%
Melting Point Tm = 76 – 80 °C
Appearance White to off-white powder

MSDS Documentation

2-Fluoro-5-nitrobenzonitrile2-Fluoro-5-nitrobenzonitrile MSDS Sheet

Literature and Reviews

  1. Concomitant ring contraction cyclization strategy for the synthesis of novel 4-oxo-4,5-dihydro-pyrroloquinolines, G. Manh et al., Tetrahedron Lett., 45, 5913–5916(2004); DOI: 10.1016/j.tetlet.2004.05.1.
  2. Microwave-assisted synthesis of 3-aminobenzo[b]-thiophene scaffolds for the preparation of kinase inhibitors, M. Bagley et al., Org. Biomol. Chem., 13, 6814(2015); DOI: 10.1039/c5ob00819k.
  3. Structure-based design of macrocyclic coagulation factor VIIa inhibitors, E. Priestley et al., J. Med. Chem., 58(15), 6225–6236(2015); DOI: 10.1021/acs.jmedchem.5b00788.
  4. Synthesis, antiproliferative activity, and in silico insights of new 3-benzoylamino-benzo[b]thiophene derivatives, A. Martorana et al., Eur. J. Med. Chem., 90, 537–546(2015); DOI: 10.1016/j.ejmech.2014.12.002.
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