P Nitrobenzoyl peroxide

A 600-cc. beaker containing 100 cc. of water and equipped with an efficient stirrer, a thermometer, and a 200-cc. separatory funnel is immersed in an ice-water bath. When the temperature of the water has fallen to 0-5°, 10 g. (0.13 mole) of sodium peroxide (Note 1) is added. Then, with vigorous stirring, a solution of 37 g. (0.2 mole) of p-nitrobenzoyl chloride in 100 cc. of dry toluene is added dropwise over a period of about thirty minutes. After the mixture has been stirred for an additional one and one-half hours, the precipitate is filtered and washed with 200 cc. of cold water (Note 2). The yield of p-nitrobenzoyl peroxide is 28.5-29 g. (86-88 per cent of the theoretical amount). It melts at 155-156°. 

A mixture of m- and p-nitrobenzoyl peroxide reacts with titanocene in THF solution to form the corresponding [(n -Cp)2Ti(02CC6H4N02)2] benzoate derivatives. The i.r. spectra of these compounds suggest that they involve unidentate carboxylato-groups. [(7i-Cp)2Ti(NCO)2] and [(7i-Cp)2Ti(NCS)2]... 

A soln. of p-nitroperbenzoic acid and p-methoxybenzoic acid in ether-methylene chloride added to a cold stirred soln. of dicyclohexylcarbodiimide in ether, and stirred 16 hrs. at 2° -> p-methoxy-p -nitrobenzoyl peroxide. Y 70%. Ghem. 28, 2168 (1963). 

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