第三单元例题解析

1、BrA A. . C6H5CH2Br按按S SN N1 1和和S SN2 2机理都很容易，按机理都很容易，按S SN N1 1形形成中间体成中间体 ，稳定，按，稳定，按S SN2 2机理形成过渡机理形成过渡态是共轭体系，能量低。态是共轭体系，能量低。 CH2+ B(C6H5)2CHBr 按按SN1机理很容易，形成中间体机理很容易，形成中间体(C6H5)2CH很稳定；按很稳定；按SN2机理进行反应难，形成机理进行反应难，形成过渡态时空间阻力大。过渡态时空间阻力大。 BrNO2BrNO2BrCH3CH3N(CH3)3BrCl+- N(CH3)3BrNO2BrNO2BrCH3CH3Cl+-Et CH

2、BrCHDEt主要产物：主要产物： 少量少量 稳定： 不稳定：EtCHCDEtEtCHCDEtHDEtHBrEtHDEtHBrEt解：解：因为反因为反-2-氯环己醇碱性水解有邻基参与，而氯环己醇碱性水解有邻基参与，而顺式没有。顺式没有。 ClOHClOOOH2OHOH-OH-Cl-OHCOOHOHOHO2NNO2OHOHOMe解：解： A C D B E 因为因为A为酸，为酸，C的的NO2有有C效应、效应、I效应，效应， 稳定，稳定， D的的NO2有有I效应，效应，E的的OCH3有有C效应。效应。OO2N-(CH3)3COCH3Et2OCH3I (CH3)3COHCH3OH (CH3)3CI无

3、水 HI浓HI+ORIH+( )+( )OHRIOHH2SO4Br2+(浓)( )+( )HBrBrHHBrBrHBrHCH2OH+( )BrCH3CH2CCH3BrCH3CH2CH CH2ONa+( )+( )H3CCHC(CH3)2CH2CCH3C2H5OMe(CH3)3COOH2( )-(CH3)3COHCH2OCH3( )+( )CH2OHCH2OHBrH+CH2BrCH2OHCH2OHBrCOHCOHPhPhPhCH3H+( )CCOPhPhCH3PhOHHOCH2CH2CH2CH2Cl( )OCH3CH3O CH2CH CHCH3( )*CH3CH3OHCH2CH CHCH3*(

4、)+( )CH3HICH3CH3OH25 C。CH3HCH3OMeCH3HCH3OMeCH3OHCH3HIHCH3O50 C。( )+-CH3CH2CHCH2CH3OHCH2CHCH2CH3OHMgXCHCH2CH3CH2O+BrMg+Br2+CH2CHCH2CH3H3CCOOOH+Br2BrBrHFeCl3+BrMgMgBr+醚CH2CHCH2CH3H3CCOOOH+CHCH2CH3CH2OCH3COOH+MgXCH2CHCH2CH3OMgBrOH3OCH2CHCH2CH3OH+CCCH3CH2HCH2CH2OHHCH3CH2CC CH2CH2OHCH3CH2CCNaCH2CH2O+NaCC

5、NaCH3CH2Br+CHCHNaCCHCHCHNaNH2NH3CH3CH2BrCH3CH2CCHNH3NaNH2CH3CH2CCNaCH2CH2OCH3CH2CC CH2CH2OHHCCCH3CH2HCH2CH2OHH+液液2Lindlar Pt.低温低温高温高温OCCOO F：OCCOO E： D:CH2CHCHCH3OH C:CH2CHCHCH3Cl B:ClCH2ClCHCH2CH3 A:CH2CHCH2CH3低温低温高温高温OCCOO F：OCCOO E： D:CH3CHCHCH2OH C:CH3CHCHCH2Cl B:ClCHCH3CH3ClCH A:CH3CHCHCH3 A可能为可能为:OH(CH