Carbon Dioxide → Terephthalic Acid

HRID 2306131Notes

Reaction equation

HRID 2306131 reaction equation
[K].[C:2]([O-:13])(=[O:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([O-:9])=[O:8])=[CH:5][CH:4]=1.C(=O)=O>O>[C:2]([OH:13])(=[O:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 1542691,4-BenzenedicarboxylateHCID 5462222Potassium

Product 1

HCID 7489Terephthalic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.22 grams of a potassium salt of terephthalate was dissolved in 10.5 grams of deionized water in a 20 ml vial, and 5 grams of dry ice was added directly, and the vial was loosely capped. After two to three minutes, the solution became cloudy, and soon a large quantity of flocculent terephthalic acid precipitate was formed. After filtration, about 40% of the theoretical yield of terephthalic acid was recovered. The filtrate was a clear solution of potassium salts. The pH increased from about 6 when chilled before filtration to about 7 after the dry ice had all sublimed, and the solution warmed to room temperature, showing the presence of excess base after the CO2 had outgassed.

Workup

  1. customthe vial was loosely capped
  2. waitAfter two to three minutes

Sources & evidence

ORD record
ord-91b36edb33b34c779ed6436d6740fe4b
Source dataset
uspto-grants-2002_08
Patent number
US06441225B1

Reaction notes

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