有机化学第五版李景宁主编第十三章至二十二章参考答案

4、写出下列各反应的主产物：

2:1(1) CH3Li + CuI (2) (CH3)3B + CH3Li(3)4n-C4H9Li + SnCL4(5) Ni(CO)4 + (C6H5)3P答案：

(4)Mn(CO)5 + CH3Br(6) + NiCL2 + Na

(1)2CH3Li+CuI(2)(CH3)3B+CH3Li(3)4n-C4H9Li+SnCl4(CH3)2CuLi+LiI(CH3)4BLi(n-C4H9)4Sn+4LiClCH3Mn(CO)5+(4)Mn(CO)5+CH3Br(5)Ni(CO)4+(C6H5)3P(6)+NiCl2+NaBr+CONi(CO)3PH(C6H5)3+NaClNiCl

5、完成下列转化：

(1) (CH3)4C(CH3)3CCH2COOH

O(2) CH3O(3)CH3OH(CH3)2CHCOCH3O答案：

(1)(CH3)3CCH3+Cl2(CH3)3CCH3Cl+Mg(1)hv乙醇(CH3)3CCH3Cl+HCl(CH3)3CCH2MgClCO2(CH3)3CCH2COOH(2)H3O(2)CH3OH+(CH3)2SO4NaOHCH3OCH3O乙醇OCH32(CH3)2CHLiH3OKMnO4O(CH3)2CHCHOCOCH3(3)OOBrOO+Br2HOAcKOH乙醇COCH3(1)(CH3)2CuLi(2)H3OCH3(4)FeCH3OClFeCHCH3CHCH2NaBH4FeOHH,Fe

6、对下列化合物，你能提出哪几种合理的合成步骤。分别用反应式表示。

O(1) CH3CCH2(2) (CH3CH2)2CHCOOHO(3) C6H5CHCHC答案：

C6H5

(1)(a)CH2COOH+OLi2CH3CLiOCH2COLiCH3H3O+CH2CCH3COOEt其中O+CH2(COOEt2)2CCOOEtH2,Pd/CCH(COOC2H5)2(1)OH(2)HO+3CH2COOH(b)CH3COCH2COOC2H5(1)C2H5ONa(2)CH3COCHCOOC2H5BrO(1)OH(2)H3OCH3CCH2(c)SS2CH3CLi(1)BuLi(2)CH3IS+C2HOSSCH3CH2HCH3(1)BuLi(2)SSOBrHgSO4H2SO4,H2OCH3CCH2S(d)CH2COOH+C2H5OHHCH2COC2H5OCH3SOCH3C2H5ONaCH2COCH2SOCH3Al-HgH3OCH2CCH3