吸电子基团取代的苯和三氧化硫的反应研究

The Reaction of Deactivated Benzene Derivatives with Sulfur Trioxide

研究了室温下多种吸电子基团取代的苯和三氧化硫的反应，用＾１ＨＮＭＲ测定反应产物。苯甲醛，苯甲酸，苯磺酸，二苯砜，二苯甲酮等均首先得到３－磺酸衍生物，进一步反应得到少量的３，５－二磺酸衍生物，磺酸还得到少量的３，３＇－二磺酸二苯砜３，５，３＇－三磺酸二苯砜。硝基苯只能进行单磺化反应。苯甲酸甲酯则得到左侧酸取代的苯甲酸和硫酸甲酯。

The reaction of benzenesulfonic acid, diphenyl sulfone, nitrobenzene, benzaldehyde, benzoic acid, methyl benzoate and benzophenone with sulfur trioxide in dichloromethane at room temperature has been studied by analysis of the resulting mixtures of the sulfo derivatives with 1H NMR. The initial sulfonation of the benzene derivatives yields the corresponding 3-sulfonic acid, further sulfonation yields small amunts of 3, 5-disulfonate derivatives. Sulfonation of nitrobenzene yields only the 3-sulfonate derivatives the reaction of benzenesulfonic acid with 2.0 moles of SO3 yields 3, 3-di and 3,5,3-trisulfodiphenyl sulfone.