Reaction #464309

ord-208046fef48542eb9c0e0ee068a40d99

Reaction equation

O=[N+]([O-])O
nitric acid
O=[N+]([O-])O
nitric acid
O=[N+]([O-])O
nitric acid
Nc1ccc(N)cc1
1,4-phenylenediamine
→
O=[N+]([O-])[O-].[NH4+]
ammonium nitrate
O=[N+]([O-])O
nitric acid
O=[N+]([O-])[O-].[NH3+]O
hydroxylammonium nitrate

Reactants

—
graphite
O=[N+]([O-])O
nitric acid
O=[N+]([O-])O
nitric acid
O=[N+]([O-])O
nitric acid
Nc1ccc(N)cc1
1,4-phenylenediamine
—
graphite

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONis charged to the catholyte compartment
  2. 2
    TemperatureWhile maintaining the temperature between 5° C. and 10° C.

Procedure

The general procedure of Example 1 is repeated except that a piece of graphite felt is attached to the graphite cathode to enhance the cathode surface area. A solution containing 0.5 M nitric acid and 50 mM 1,4-phenylenediamine is charged to the catholyte compartment. Concentrated nitric acid is added to the catholyte compartment to maintain the nitric acid concentration between 0.5 M and 1 M under application of an electrical current. While maintaining the temperature between 5° C. and 10° C., a current of 20 amps (5 ASI) and a cell voltage of about 5.5 volts is applied. The catholyte is stirred under application of the current. A solution of 1.67 M hydroxylammonium nitrate and 0.50 M nitric acid with no detectable ammonium nitrate is obtained from the catholyte compartment. An overall current efficiency of 85% for formation of hydroxylammonium nitrate is achieved.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06024855uspto-grants-2000_02