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The fluorinated compounds are becoming a ubiquitous class of environmental contaminants because of their widespread applications, and their fate is a matter of great concern under anaerobic environment. In this work, the biotransformation of five fluoronitrobenzenes (FNBs), i.e., 2-fluoronitrobenzene (2-FNB), 3-fluoronitrobenzene (3-FNB), 4-fluoronitrobenzene (4-FNB), 2,4-difluoronitrobenzene (2,4-DFNB), and 2,3,4-trifluoronitrobenzene (2,3,4-TFNB), under methanogenic conditions had been studied by semicontinuous and batch tests for the first time. In 245 days, the five FNBs except 3-FNB were transformed mainly via nitro-reduction, and the reductive defluorination was not observed. During the biotransformation of 3-FNB, the reductive defluorination occurred after 98 days; however, its product was not aniline. The maximum transformation rates of 2-FNB, 3-FNB, 4-FNB, 2,4-DFNB, and 2,3,4-TFNB were 21.21 ± 1.73, 32.14 ± 2.33, 21.33 ± 2.48, 33.89 ± 6.87, and 10.87 ± 0.84 mg FNB (g VSS h)(-1), respectively. With the increase in the number of the fluorous groups, the transformation rates did not increase. Besides, the microbial communities were characterized by means of denaturing gradient gel electrophoresis (DGGE). Results showed that the predominant archaea were Methanobacterium, Methanosphaerula, Methanofollis, Methanospirillum, Methanolinea, and Methanosaeta; the predominant bacteria were Sphingbacteriales, Flavobacteriales, bacteroidales, Deltaproteobacteria, Desulfovibrionales, Clostridates, and Pseudomonadates. Few bacteria found were with high similarity to dechlorinating microorganisms reported. The results demonstrated that the pathways of FNBs biotransformation were different from those of the chloronitrobenzenes under methanogenic conditions.