1: (i) NaNO2, aq. HBF4, (ii) /BRN= 3596974/, benzene, H2O 2: (i) NaOH, EtOH, (ii) /BRN= 969135/ View Scheme

(i) NaOH, EtOH, (ii) /BRN= 969135/; Multistep reaction;

nitric acid; nitrogen(IV) oxide in acetic acid

1: NO2/HNO3 / acetic acid 2: NO2/HNO3 3: aq. HBr / acetic acid 4: aq. N2H4 / bis-(2-hydroxy-ethyl) ether 5: benzene 6: (i) NO2/HNO3, HNO3, (ii) aq. HBr, AcOH 7: aq. NaOH / ethanol 8: (i) aq. HCl, NaNO2, (ii) H3PO2 View Scheme

1: NO2/HNO3 / acetic acid 2: NO2/HNO3 3: aq. HBr / acetic acid 4: aq. N2H4 / bis-(2-hydroxy-ethyl) ether 5: benzene 6: (i) NO2/HNO3, HNO3, (ii) aq. HBr, AcOH 7: aq. NaOH / ethanol 8: (i) aq. HCl, NaNO2, (ii) H3PO2 9: (i) N2H4, Pd-C, (ii) /BRN= 385737/ View Scheme