第14章β二羰基化合物.ppt
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1、第十四章第十四章 二羰基化合物二羰基化合物12一、命名下列化合物:CH3CH3CCOOHCOOH2甲基丙二酸2乙基3丁酮酸乙酯CH3COCHCOOCH2CH3CH2CH3345OCOOCH3ClCOCH2COOCH2CH3CH3COCH2CHO2环己酮甲酸甲酯氯甲酰乙酸乙酯3丁酮醛二、写出下列化合物加热后生成的主要产物:123COCOOHCOCCHCHCHCOOHCH2COOHOCCHCHCHCOOHCH3OCH3CH2CH(COOH)2CH3CH2CH2COOH三、试用化学方法区别下列各组化合物:CH3COCH(CH3)COOCH2CH3CH3COC(CH3)COOCH2CH3CH2CH3解
2、:加溴水:褪色 不变解:分别加入饱和亚硫酸氢钠水溶液,3顶替酸生成晶体,而丙二酸不能CH3COCH2COOHHOOCCH2COOH加热,前者生成丙酮,没有酸性;后者加热得到乙酸,有酸性COCOCH2CH3COHCOCH2CH3CH3COO-CH3COO-OHO互变异构体共振杂化体互变异构四、下列各组化合物,那些是互变异构体,那些是共振杂化体?五、完成下列缩合反应:123+CH3CH2COC2H5COOC2H5COOC2H5(1)NaOC2H5(2)H+COOCOOC2H5CH3COOCHC2H5CH3COOCHCH3CH2COC2H52(1)NaOC2H5(2)H+CH3CH2COCHC2H5
3、CH3COOCH3CH2COC2H5(1)NaOC2H5(2)H+COC2H5+COCHCOOCH3C2H545CH2CH2CH2COO C2H5CH2CH2COO C2H5(1)NaOC2H5(2)H+COCOOC2H5+COHCOOC2H5(1)NaOC2H5(2)H+COCHO六、完成下列反应式:(1)O 3(2)Zn,H+5%NaOHCHOCHCHCHOCHO12CHCOC2H5 NaOC2H5CH3COCH2C2H5CH3COOClNaOH5%CH3COCHC2H5COONaCH3COCHC2H5COOCHCOC2H5CH3CH3COCH2CHCOC2H5CH3(2)H+CH3COC
4、H2C2H5COOC2H5HOCH2CH2OHMgBr(1)H3O23CH2CH3CCH2C2H5COOCOCH3C2H5OOCC2H5OH(CH3)3COKCHCOCH3CH2ClNaCH(COOC2H5)2CH2NaOH H2O(1)(2)H+NaBH4H+CH3CH2CH(COOC2H5)2CH2CHCOOC2H5COOC2H5CH2COCH3CH2CH2CHCOOHCH2COCH3CH2CH2CHCOOHCH2CHCH3CH2OHCH2COO4七、写出下列反历程:CH3CHCOCH3CH2C6H5C6H5CH2CCH2O+COC6H5C6H5CH3OH反应历程:CH3 NaOCH3CH
5、COCH3CH2C6H5C6H5CH2CCH2O+COC6H5C6H5CH3OHC6H5C6H5CH2CCHOCH2COCH3CH2C6H5C6H5CH2CCHOCHCOCH3CH2 NaOCH3CH2COCH3CH2C6H5C6H5CHCCHOCH2CH2C6H5C6H5CHCCHOCHHO NaOCH3CH3OH-H2O八、以甲醇,乙醇为原料,用丙二酸酯法合成下列化合物1.2甲基丁酸CH3OHPCl3CH3ClC2H5OHPCl3CH3CH2ClC2H5OOCCH2COOC2H5NaOC2H5CH3ClC2H5OOCCHCOOC2H5CH3NaOC2H5CH3CH2ClCH2CH3(1)H
6、2O,OH(2)H3OHOOCCCOOHCH2CH3CH3C2H5OOCCHCOOC2H5C2H5OOCCCOOC2H5CH3C2H5OOCCCOOC2H5CH2OHHCCOOHCH2CH3CH32.正己酸C2H5OH O CH3CHO5%NaOH aqCH3CH=CHCHOH2,CatCH3CH2CH2CH2OHPCl3CH3CH2CH2CH2ClNaCHCOOC2H5COOC2H5CH3CH2CH2CH2CHCOOC2H5COOC2H5(1)NaOH aq(2)H+CH3CH2CH2CH2CHCOOHCOOHCH3CH2CH2CH2CH2COOH3.3甲基己二酸CH3CH=CH2CH3CH
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