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Potassium Permanganate → 1,2,3-Benzenetricarboxylic acid

HRID 1751905
Notes
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Reaction equation

HRID 1751905 reaction equation
[Na+].[Na+].C([O:5][CH2:6][C:7]1[CH:15]=[CH:14][CH:13]=[C:9]([C:10]([O-:12])=[O:11])[C:8]=1[C:16]([O-:18])=[O:17])C.[Mn]([O-])(=O)(=O)=[O:20].[K+]>O>[C:6]([OH:5])(=[O:20])[C:7]1[CH:15]=[CH:14][CH:13]=[C:9]([C:10]([OH:12])=[O:11])[C:8]=1[C:16]([OH:18])=[O:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 516875Potassium PermanganateHCID 894793053-(Ethoxymethyl)phthalic acid disodium salt

Product 1

HCID 112881,2,3-Benzenetricarboxylic acidYield 42%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(Ethoxymethyl)phthalic acid disodium salt (3.7 mmol) from Example 2 was dissolved in water (40 ml). Potassium permanganate (7.5 mmol) was added and the resulting solution was stirred for 18 h at room temperature. The precipitate formed was filtered off and washed three times with hot water. The combined aqueous phase was evaporated under reduced pressure to approximately one third of the initial volume and cooled in an ice-bath. Concentrated HCl was added carefully for neutralization. The precipitated hemimellitic acid was collected on a glass filter, washed with water and dried (yield: 42%).

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. washwashed three times with hot water
  4. customThe combined aqueous phase was evaporated under reduced pressure to approximately one third of the initial volume
  5. temperaturecooled in an ice-bath
  6. additionConcentrated HCl was added carefully for neutralization
  7. customThe precipitated hemimellitic acid was collected on a glass
  8. filtrationfilter
  9. washwashed with water
  10. customdried (yield: 42%)

Sources & evidence

ORD record
ord-8829c82ae9a147888fdbc9d3b33f56f6
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09162960B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes