Tetrabromophthalic anhydride → Phthalic Acid

HRID 703295Notes

Reaction equation

HRID 703295 reaction equation
Br[C:2]1[C:3](Br)=[C:4](Br)[C:5](Br)=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]=12.[OH-:16].[Na+]>[Zn]>[C:8]([OH:16])(=[O:9])[C:7]1[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:11]([OH:10])=[O:12]

Participants

4

Reactant 2

HCID 12443Tetrabromophthalic anhydrideHCID 14798Sodium Hydroxide

Product 1

HCID 1017Phthalic AcidYield 97%

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Example 1 was repeated using tetrabromophthalic anhydride with 72 wt % zinc and 20% aqueous NaOH. After one hour at 60° C., 97% phthalic acid was produced. This example shows that the process of this invention is ineffective in selectively removing bromine.

Sources & evidence

ORD record
ord-7cfad352a2114480b3bf7d60878fc99b
Source dataset
uspto-grants-1991_01
Patent number
US04981999

Reaction notes

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