浙江大学考研有机试题PPT学习教案

1、会计学1浙江大学考研有机试题浙江大学考研有机试题4.COOBr2,Fe5.CNCH2(COOCH2CH3)2NaOEt6.OHBrKOHCH3OH,H+7.OHOHCOCH3(CH3)2SO4K2CO3,CH3COCH3COOBrNC-CH2-CH2-CH(COOC2H5)2OOHH3COOCH3CCH3OOCH3Michael反应反应生成稳定正碳离子生成稳定正碳离子钝化钝化 活化活化优良甲基化试剂优良甲基化试剂第1页/共10页8.CH3CCH2CH2CNOOCH3CH3LiAlH4,THFH3O+OO9.CH3OCH2CNONaOHH2,Rancy Ni10.CH3CH2ONaCH3CH2I

2、11.NH2O2HNO3,H2SO412.H3CNOClCH2COOEtOHH3O+,t-Bu-OKOONaOOCH2CH3NONONO2H3CNOCOOCH2CH3CH3NCHODarzen反应反应CH3OCCN酰胺还原成胺酰胺还原成胺缩合缩合-消去消去CH3OCHCH2NH2CH3CHCH2CH2CH2-NOHCH3CH3第2页/共10页13.PhCOOOH14.HOCH2OHCH3COOH,H+15.H3CNH2H3CNHCOCH3Br2二、解释下列反应机理二、解释下列反应机理C6H5CH2CCH2C6H5O+H2C=CHCCH3NaOCH3,CH3OHC6H5OC6H5H3COOHOC

3、H2OOCCH3H3CNHCOCH3BrAc2O酚羟基难以酰基化酚羟基难以酰基化第3页/共10页C6H5CH2CCH2C6H5ONaOCH3C6H5CHC-CH2C6H5OH2C=CHCCH3OC6H5CH-C-CH2C6H5CH-CH2CCH3OONaOCH3C6H5CHCCHC6H5OH2CCH2CH3OAldolMichael反应反应C6H5C6H5OCH3OHC6H5C6H5OCH3-H2O第4页/共10页三、简答三、简答 1.比较下列负离子在质子性溶剂中的亲核能力比较下列负离子在质子性溶剂中的亲核能力CH3CH2CH2O- CH3CH2CH2- CH3CH2CH2NH - (CH3)

4、2CHO-2.比较下列化合物的酸性强弱比较下列化合物的酸性强弱乙酸，苯乙酸，乙醇，苯酚，间甲氧基苯酚乙酸，苯乙酸，乙醇，苯酚，间甲氧基苯酚3.比较下列化合物与比较下列化合物与HCN加成反应平衡常数大小加成反应平衡常数大小（羰基活性）（羰基活性）Cl3CCHO P-CH3C6H4CHO (C6H5)2C=O CH3CH2CHO苯乙酸苯乙酸 乙酸乙酸 间甲氧基苯酚间甲氧基苯酚 苯酚苯酚 乙醇乙醇Cl3CCHO CH3CH2CHO P-CH3C6H4CHO(C6H5)2C=OCH3CH2CH2NH- CH3CH2CH2O (CH3)2CHO- CH3CH2CH2- 第5页/共10页亲核性亲核性1.共

5、轭酸酸性小共轭酸酸性小(碱性大碱性大)，亲核性大，亲核性大RO HO ArO -COO ROH H2ONH2 OH F2. 同周期的，原子大，亲核性大同周期的，原子大，亲核性大I Br Cl F3.在非质子溶剂中在非质子溶剂中I Br Cl F C C H H3 3 M M r r2 2C C H H 第6页/共10页五、有机合成五、有机合成1. CH3COCH3(CH3)2CHOCH2CH2CH32.OHCH3CHOCH2CH3OHCH33.CH3NH2CH2COOHI4.HOCOCH3HOH2N第7页/共10页OLiAlH4CH3CHCH3OH2.CH3CH2CH2BrCH3CHCH3OCH2CH2CH31.NaCH3CCH32.OHKMnO4MgBrCH2CH3CH3CHOTM2OCHCH3HBrBrCH2CH3MgEt2OPh3P=CHCH3CH2CH3OHCH3第8页/共10页3.CH3HNO3H2SO4NaNO2/HCl0-5KICH3NO2NO2NaSHCH3NO2NH2CH3NO2INBS(PhCO)2O2K