中南大学考试试卷 答案三

5、 A>C>B>D

三、命名与写结构式(本题10分,每小题1分) 1、2-ethyl-3-methyl-3-penten-1-ol 2、1,8,8-三甲基螺[4.5]-2-癸烯 3、4-氨基-2-甲氧基苯甲酸乙酯 5、对甲氧基苯乙酮

4、(2R,4Z)-2-乙基-4-苯基-4-己烯酸 6、N-乙基-5-嘧啶甲酰胺

CH3C6H57 8CH3CH2CHCHCHO9 CH3HCH3CH2CH310CHCHCHCHCOOH32C2H5 Cl

四、写出下列反应机理(本题15分,每小题5分) 1、

H+OHOHOHOH2+(1分)H+OH(2分)O(1分)快O-H2OOH(1分)2、

OHO- +HCH2CHOCH3CH+-

O-CH2O-CH2CHCH2CH+ H2O(2分)OO-O慢CHCH3CHCH2CH(2分)OOHOHOH+CH3CHCH2CH快CH3CHCH2CH+OH-(1分)3、

OHO- +OO-(1分)HOH(1分)CHOO(2分)OHH2O(1分)OCHOO

五、完成下列反应,写出主产物、中间体、试剂或条件(本题30分,每空2分)

1 CHCHCH2Br2 I 3OBr+OCOBrCO4 CH2OHCHCH3OCH35

ClCOCl6 Na/NH37 C2H5OOC

6 (CH3)2CHCH2CH2NH2CHO8 NO2+NNO2N9 t-BuCH3CH3

O11 OOAB COOC2H5O12A

O BC

六、合成题(本题15分,每小题5分) 1、

CH3CH2CHO10%NaOHCH3CH2CHCCHO(1分)SOCl2CH3CH2CH2CHCH2ClCH3(1分)(1分)(1分)CH3OH2OH2/NiCH3CH2CH2CHCH2OHCH3(1分)目标产物Mg/Et2O

2、

2CH3COCH2COOC2H5①2C2H5ONa②BrCH2CH2Br(2分)①2C2H5ONa②2CH3ICH3CH3CH3COC-CH2CH2CCOCH3COOC2H5COOC2H5(2分)①H2O, OH②H3O,(1分)NO2Cl2, FeCl3Cl(1分)N2ClNaNO2+HCl0~5℃(1分)Cl+_CH3COCHCH2CH2CHCOCH3COOC2H5COOC2H5目标产物3、

NO2混酸NH2Fe+HClCl(1分)ClCuCl, HCl(1分)Cl(1分)

七、推断题(本题10分,每小题5分) 1、A: O

O

B:

CH3OOCCH2CH2CH2COOH(2分) (1分)

D:

CH3OOCCH2CH2CH2CHO

C:

CH3OOCCHCHCHCOCl222O

(1分) (1分)

2、A: B: C: D:

CH3或CH2C(OCH3)2C(OCH3)2CH3CH2CH3CH2CH3(2分)

CH3CH3或CH2CCH3CH3CCH3OCH2CH3或COOHCH2CH3或CH2CH3(1分)

OCH2COOHCH3CH2CH2CH3(1分) (1分)

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