I have performed the nitration of 2-hydroxy-5-nitrobenzaldehyde in various conditions (for example, in the presence of sulphuric acid or acetic acid). However, in all cases, the precipitate that I received at the end of the reaction was an initial compound (2-hydroxy-5-nitrobenzaldehyde). Which methodology should I use?
The mixture of Salicylaldehyde (0.2 mol,20.96 ml) and 10 ml Conc. HCl should be cooled in ice-salt mixture (0oC). Then the reaction mass might be added drop wise to ice cooled nitrating mixture (Conc.H2SO4: Conc.HNO3; 2:1) at 0 oC for 20 minutes. It should be stirred for 2-3 hrs at room temperature. The product will be obtained as the mixture of 3-and 5-nitrosalicylaldehyde should be filtered, washed with water and dried. This product is used for further nitration.
The mixture of 3-and 5-nitrosalicylaldehyde obtained by the nitration of salicylaldehyde should be stirred with ice cold nitrating mixture of conc.H2SO4 and HNO3 in 2:1 proportion.(33g ,0.156 mol) After 30 minutes the reaction mass will be poured on ice. You will obtain the yellow solid of 2-hydroxy-3,5-dinitrobenzaldehyde
Dear Haji,
thank you for your answer.
However, I checked your mentioned procedure before, but it does not work.
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