Acetic Acid → Terephthalic Acid

HRID 1389535Notes

Reaction equation

HRID 1389535 reaction equation
C1(C)C=CC(C=O)=CC=1.CC1[CH:12]=[CH:13][C:14]([C:17]([OH:19])=[O:18])=[CH:15][CH:16]=1.[C:20]([OH:23])(=[O:22])[CH3:21]>C([O-])(=O)C.[Co+2].C([O-])(=O)C.[Co].CC1C=CC=CC=1C(O)=O.[Co]>[C:17]([OH:19])(=[O:18])[C:14]1[CH:15]=[CH:16][C:21]([C:20]([OH:23])=[O:22])=[CH:12][CH:13]=1

Participants

7

Reactant 3

HCID 176Acetic AcidHCID 7470P-Toluic AcidHCID 77254-Methylbenzaldehyde

Product 1

HCID 7489Terephthalic AcidYield 95.1%

Reagents, catalysts & solvents 3

HCID 6277Cobalt diacetateCatalystHCID 104730CobaltCatalystHCID 131712030HCID 131712030, compoundCatalyst

Procedure

All the same operations as in Example 1 were carried out except that a stock solution consisting of 1000 g of glacial acetic acid, 108 g of p-tolualdehyde, 122 g of p-toluic acid and 10 g of cobalt acetate (cobalt concentration 0.24% by weight based on the weight of the solvent) was charged into the reactor at a rate of 160 ml/hr. The value of toluic acid/cobalt in the reaction solution at a steady state was 1.34 and the average residence time of the reaction solution was 160 minutes. As a result, terephthalic acid having an acid value of 672 and a purity of 99.1% was obtained in a yield of 95.1% by mole.

Workup

  1. additionwas charged into the reactor at a rate of 160 ml/hr

Sources & evidence

ORD record
ord-566f22fd3b01477b8219f8d9e5c8f172
Source dataset
uspto-grants-1981_01
Patent number
US04245078

Reaction notes

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