Name | perphthalic acid |
Synonyms | perphthalic acid monoperphthalic acid Monoperoxyphthalic acid Benzenecarboperoxoic acid, 2-carboxy- 2-Carboxy-1-benzeneperoxycarboxylic acid |
CAS | 2311-91-3 |
EINECS | 219-003-5 |
Molecular Formula | C8H6O5 |
Molar Mass | 182.13 |
Density | 1.507±0.06 g/cm3(Predicted) |
Melting Point | 111 °C (decomp)(Solv: ligroine (8032-32-4); ethyl ether (60-29-7)(3:1)) |
Boling Point | 407.3±47.0 °C(Predicted) |
pKa | 3.32±0.36(Predicted) |
Downstream Products | Propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-2,3-dihydroxy-2-methyl- 8-Hydroxyquinoline-N-oxide |
EPA chemical information | Benzenecarboperoxoic acid, 2-carboxy- (2311-91-3) |
In a 1L round bottom flask equipped with a stirrer and immersed in an ice salt bath, put 62g(0.5mol) of sodium carbonate monohydrate solution dissolved in 250ml of water. Cool to 0 degrees Celsius and add 69g(63ml,0.6mol) of hydrogen peroxide 30%. Keep the temperature at -5~0 ℃, and add 74g(0.5mol) phthalic anhydride that has been recrystallized in 14 mesh sieve or in benzene. The reaction mixture is vigorously stirred at -5~0 ℃ for 30min, then the obtained solution or suspension (sodium monoperoxyphthalate is insoluble) is poured into a 2L separatory funnel, 350ml of ether is added to shake to transfer all the reactants, and then 30ml of concentrated sulfuric acid is dissolved in an ice-cold solution of 150ml of water and carefully acidified. The precipitated mono-peroxyphthalic acid is extracted into ether and extracted with 2 parts of 150ml ether so that the extraction is complete. Combine ether extract, wash with 2 parts of 200ml 40% ammonium sulfate solution, and dry with 50g anhydrous magnesium sulfate in refrigerator overnight.
yield 71~78g(78% ~ 86%, calculated by phthalic anhydride).