通过改变反应物的投料比、溶剂、反应温度等因素高选择性合成了9，10-菲醌系列溴化物．结果表明：9，10-菲醌与N-溴代丁酰亚胺摩尔比为1．0∶1．4，在浓硫酸中0℃反应3 h得到了2-溴-9，10-菲醌，收率60％；在相同条件下，9，10-菲醌与N-溴代丁酰亚胺摩尔比为1．0∶2．3得到了2，7-二溴-9，10-菲醌，收率76％；9，10-菲醌与溴素摩尔比为1．0∶1．4，过氧化苯甲酰为引发剂，在冰乙酸中106℃反应3 h，得到了3-溴-9，10-菲醌，收率85％，在相同条件下，9，10-菲醌与溴素摩尔比为1．0∶3．4，得到了3，6-二溴-9，10-菲醌，收率90％．对9，10-菲醌的选择性溴化规律进行了探讨，发现溴化剂的加入量是决定生成单溴代或双溴代产物的主要因素．%A series of 9,10-phenanthrenequinone bromides were selectively synthesized by varying reaction conditions such as the molar ratio of reactants , the type of solvent and the reaction temperature .2-bromine-9,10-phenanthrenequinone was prepared by mixing 9,10-phednanthrenequinone with N-bromobutanimide in a molar ratio of 1.0∶1.4 at 0 ℃ for 3 h with concentrated sulfuric acid as solvent , and a 60%yield was obtained.Under similar condition, 76%yield of 2,7-dibromo-9,10-phenanthrenequinone was obtained with a molar ratio of 9, 10-phenanthrenequinone to N-bromobutanimide of 1.0∶2.3 at room temperature.85% yield of 3-bromine-9, 10-phenanthrenequinone was prepared by mixing 9, 10-phednanthrenequinone and bromine in a molar ratio of 1.0∶1.4 at 106 ℃for 3 h with acetic acid as solvent , and benzoyl peroxide as initiating agent .90%yield of 3,6-dibromo-9,10-phenanthrenequinone was obtained with the molar ratio of 9, 10-phenanthrenequinone to bromine of 1.0∶3.4 at the same condition. The selective bromination of 9, 10-phenanthrenequinone was discussed and it was found that the amount of brominating reagent was the major factor determining the production of monobromide or dibromide .
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