Organic Syntheses by Unknown
page 59 of 106 (55%)
page 59 of 106 (55%)
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The above procedure differs from that recorded in the literature,
mainly in the use of a fairly large excess of sulfuric acid. This shortens the reaction time from forty hours to about one hour, which is especially convenient in the preparation of the acid on a laboratory scale. Because of the use of this large excess of sulfuric acid, the reaction is apt to be rather violent if the directions given are not carefully followed. The oxidation should be carried out under a hood. Small amounts of nitrotoluene are lost by volatilization, but this loss is not serious, as can be seen from the yield of product obtained. Ten or 20 g. of unchanged nitrotoluene can be recovered from the reaction mixture by steam distillation, but the value of the by-product would not pay for the time spent in recovery. The washing of the crude reaction product with dilute sulfuric acid is advisable, if good material is to be obtained. If an efficient centrifuge is available for use at this stage of the operation, this separate washing may prove to be less essential. When a sparingly soluble organic acid is precipitated from fairly concentrated solution, the precipitate is liable to carry down with it some of the salt of the organic acid. Addition of the salt solution to the mineral acid, with stirring, avoids this difficulty. 3. Other Methods of Preparation The nitration of benzoic acid produces only very small yields of the _p_-nitro product.[1] The only practical method for the preparation consists in the oxidation of _p_-nitrotoluene, although for this purpose various oxidizing agents are used. In addition |
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