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2-Fluoronitrobenzene
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2-Fluornitrobenzol.svg 110 1-Fluoro-2-nitrobenzene 2-nitrofluorobenzene 1493-27-2 correct CAS 49252 66528 216-088-0 73895 9WUK5DS6YX 1S/C6H4FNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H PWKNBLFSJAVFAB-UHFFFAOYSA-N C1=CC=C(C(=C1)[N+](=O)[O-])F
6 4 1 2 1 colorless liquid -6 215 1.3291 g/cm3
2-Fluoronitrobenzene is an organic compound with the formula FC6H4NO2. It is one of three isomeric fluoronitrobenzenes.Gerald Booth, "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH: Weinheim, 2005. 10.1002/14356007.a17_411 A colorless liquid, it is prepared from 2-nitrochlorobenzene using the Halex process:
O2NC6H4Cl + KF -> O2NC6H4F + KCl
Applications
2-Fluoronitrobenzene has application in the synthesis of Amoxapine,Guo Xia, et al. CN103570641 (2014 to Beijing Venturepharm Technology Co Ltd). Olanzapine,Jiban K. Chakrabarti, et al., US5229382 (1993 to Lilly Industries Ltd). an early synthesis of J-113,397, Deschloroclozapine,Thomas Daniel Aicher, et al. WO2003082877 (Eli Lilly and Co). See ex. 553, 554 & 582. and 11-Piperazinyl-dibenz[b,f][1,4]oxazepane [21636-40-8].Jain, Manoj S.; Surana, Sanjay J. (2017). "Synthesis and evaluation of antipsychotic activity of 11-(4′-(N-aryl carboxamido/N-aryl-α-phenyl-acetamido)-piperazinyl)-dibenz[b,f][1,4]-oxazepine derivatives". Arabian Journal of Chemistry. 10: S2032–S2039. doi:10.1016/j.arabjc.2013.07.033.
The closely related compound, 2-chloronitrobenzene is used in the synthesis of quetiapine.
References
Category:2-Nitrophenyl compounds
Category:2-Fluorophenyl compounds