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五、写出下列反应的主要产物（20分） 1.

2. (CH 3)2C 3.

CH3CH2CHCH2Cl2/H2OCH3CH2CHCH2ClOHCHCH2CH3(1)OO3(2)Zn粉,HO2CH3CCH3+CH3CH2CHO+CH3ClCH3CH2CH2CH2BrC2H5OHAlCl3CH34. 5.

MgCH3CH2CH2CH2MgBrCH3CH2CH2CH3+BrMgOC2H5OCH3I+HI(过量）+CH2CH2ICH3ICH2CH2OCH3OHCH3CH2CHO稀 NaOHCH3CH2CHCHCHOCH3OCCH3Cl2,H2ONaOH6.

7.

COOH+CHCl3O8.

(CH3CO)2O+CCH3OHH2SO4HgSO4OCOCH3O9.

CH3CH2C 10.

+H2OCH3CH2CH2CCH3OH+CH3CH2CCH2CH3+CH3ClH2O氢氧根SN2历程CH326

六、完成下列由反应物到产物的转变（20分）

1. CH3CH2CH

(1)(2)CH2BH3H2O2/氢氧根CH3CH2CH2CH2OH2.

CH3HNO3CH3CH3Br加热BrNO2CH2CH2稀 冷KMnO4HOCH2CH2OH2NO2OHOCH2CH2OCH2CH2OCH2CH2OHHOCH2CH2OCH2CH2OCH2CH2OH3.

Cl2/H2OClCH2CH2OHClCH2CH2OHNaOH4.

CH3Cl2光照O(1)CH3CCH3(2)氢CH2ClMg乙醚CH3CH2COHCH3CH2MgCl离子5.

6.

(CH3)2C(1)CH2HBr(CH3)3CBrMg(CH)CMgBr33乙醚CO2(CH3)3CCOOH(2)HO/氢离子2O(1)O3(2)Zn , H2OCOHHCHO??OHCH2-CHOCH2CHO,-H2O 27