[CH2:1]([CH:4]1[CH2:7][C:6]([F:9])(F)[C:5]1([Cl:11])F)[CH:2]=[CH2:3].CC1(C=C)CC(F)(F)C1(Cl)F.CC1C=CC=C(F)C=1F.CC1C=CC(F)=C(F)C=1.CC1C=CC(F)=C(Cl)C=1>>[CH3:3][C:2]1[CH:1]=[CH:4][CH:7]=[C:6]([F:9])[C:5]=1[Cl:11]The general procedure was followed using a mixture of 1-(2-propenyl)-2-chloro-2,3,3-trifluorocyclobutane and 1-methyl-1-vinyl-2-chloro-2,3,3-trifluorocyclobutane as the liquid feed at a flow rate of 1 ml/hr. Nitrogen gas was used as the inert carrier. The reactor was charged with 3 g of AL-0104 (tableted activated alumina containing 99% Al2O3). At 400° C. the yield of the produced aromatic products was 12% combined yield of 1-methyl-2,3-difluorobenzene and 1-methyl-3,4-difluorobenzene and a combined yield of 88% of 1-methyl-2-chloro-3-fluorobenzene and 1-methyl-3-chloro-4-fluorobenzene.
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