2-Fluoro-5-nitrobenzonitrile

CAS Number 17417-09-3

Chemistry Building Blocks, Fluorinated Building Blocks, Materials, Monomers

2-Fluoro-5-nitrobenzonitrile CAS 17417-09-3

A fluorinated benzene with multiple functional groups

A molecular scaffold for synthesizing APIs and macromolecules

Specifications | MSDS | Literature and Reviews

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

For facile synthesis

Fluorinated benzonitrile building block

For drug discovery, organic synthesis and medicinal chemistry

Worldwide shipping

Quick and reliable shipping

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

Product Details

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

MSDS Documentation

2-Fluoro-5-nitrobenzonitrile MSDS Sheet

Literature and Reviews

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.
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.
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.

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.