Picric Acid → Picric Acid

HRID 2291978Notes

Reaction equation

HRID 2291978 reaction equation
Cl.N1C=CC=CC=1.Cl(O)(=O)(=O)=O.[C:13]1([C:27]([OH:28])=[C:23]([N+:24]([O-:26])=[O:25])[CH:22]=[C:18]([N+:19]([O-:21])=[O:20])[CH:17]=1)[N+:14]([O-:16])=[O:15]>C(Cl)Cl>[C:23]1([C:27]([O-:28])=[C:13]([N+:14]([O-:16])=[O:15])[CH:17]=[C:18]([N+:19]([O-:21])=[O:20])[CH:22]=1)[N+:24]([O-:26])=[O:25].[C:23]1([C:27]([OH:28])=[C:13]([N+:14]([O-:16])=[O:15])[CH:17]=[C:18]([N+:19]([O-:21])=[O:20])[CH:22]=1)[N+:24]([O-:26])=[O:25]

Participants

6

Reactant 3

HCID 6954Picric AcidHCID 24247Perchloric AcidHCID 10176127Pyridinium chloride3×

Product 2

HCID 6954Picric AcidHCID 4432340Picrate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

These titration methods utilize three different reagents: pyridine hydrochloride, perchloric acid or picric acid. In the pyridine hydrochloride method, free amino groups on the solid phase are converted to a hydrochloride salt with pyridine hydrochloride in methylene chloride. The chloride is subsequently eluted from the solid phase to the liquid phase, the liquid phase is separated from the solid phase and the level of chloride ion in the liquid phase is determined potentiometrically. In the perchloric acid method, the free amino groups on the solid phase are determined by direct potentiometric titration of the solid phase by insertion of an electrode directly into the reaction vessel. In the picric acid method, picrate salts of any free amino groups on the solid phase are formed with picric acid, a readily detected chromophore. The picrate ion is subsequently eluted from the solid phase to the liquid phase, the liquid phase is separated from the solid phase, and the level of the picrate ion in the liquid phase is determined spectrophotemetrically.

Workup

  1. washThe chloride is subsequently eluted from the solid phase to the liquid phase
  2. customthe liquid phase is separated from the solid phase

Sources & evidence

ORD record
ord-d3b3312719da4d6cb110824df90e73e5
Source dataset
uspto-grants-1989_01
Patent number
US04800166

Reaction notes

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