3-Chloro-4-fluoronitrobenzene

In certain instances, when both chloro and nitro may act as a leaving group, a surprising selectivity of one over the other is observed, for example chloro-2,5- dinitrobenzene was converted to 4-fluoro-3-chloronitrobenzene.

white to light yellow crystal powder

2-Chloro-1-fluoro-4-nitrobenzene has been used in synthesis of:

• benzoimidolones on Ameba resin
• methyl 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-ylacetate

2-Chloro-1-fluoro-4-nitrobenzene is an intermediate used in synthesis of benzoimidolones on Ameba resin and methyl 6,7,8,9-tetrahydropyrido[1,2-a]indol-10-ylacetate.

The Journal of Organic Chemistry, 63, p. 8448, 1998 DOI: 10.1021/jo981557o
Synthetic Communications, 21, p. 505, 1991 DOI: 10.1080/00397919108016776

2-Chloro-1-fluoro-4-nitrobenzene undergoes reduction in the presence of Mo(CO)₆ and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) under microwave irradiation to yield a mixture of 3-chloro-4-fluoroaniline and 3-chloro-4-ethoxyaniline.

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