Acetic Acid → Benzoic Acid

참여 물질

반응 단계

2-Nitro-p-xylene (40 g), acetic acid (300 g), cobalt (II) acetate tetrahydrate (1.0 g), manganese (II) acetate tetrahydrate (1.0 g), zirconium (IV) diacetate oxide (0.13 g), and 48% hydrobromic acid (1.4 g) were charged into a stirred, one liter titanium autoclave. Oxidation was initiated at an initial temperature of 325° F. under a 250 psig nitrogen atmosphere by introducing 20.9 volume % oxygen into the reactor at a flow rate of 18 ft3 /hr. After the initial oxygen uptake had ceased, a solution consisting of toluene in acetic acid (0.7 g toluene per ml of solution) was added semi-continuously to the reactor via a single-headed Milton Roy pump at a flow rate of 2-2.5 ml/minute. Oxidation temperature was maintained at an average of 383° F. during the semi-continuous addition of toluene (0.87 moles), followed by a rapid temperature ramp to 415° F. and a pressure of 350 psig. Oxidation was terminated when the vent O2 had reached a steady 19 volume %. Analysis of the reaction products indicated that 2-nitroterephthalic acid was formed in a 74 mole % yield, while benzoic acid was formed in a 91 mole % yield. Toluene and 2-nitro-p-xylene were not detected.

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