CH3CHCH3BrKOH醇CH3CH=CH2Cl2高温CH2CH=CH2ClCl2CCl4CH2ClCHCH2ClCl

(2)

CH3CH3C=CH2CH3

解：

Br2FeH3CH3CBrMg纯醚H3CMgBr(1) (CH3)2C=O(2) H2O/H+OHCH3CCH3CH3H2SO4?CH3C=CH2 CH3CH32CuLi或：H3CBr2FeH3CBrCH2=CCH3C=CH2 CH3(3) CH3CH=CH2CH2CH=CH2

Br解： CHCH=CHNBS32h?MgBrCH2CH=CH2CH2CH=CH2

(4) CH解

CHCuCl-NH4ClC2H5CCCH=CH2

：

2CHCHCH3CH2BrCHCCH=CH2CCH=CH2Na液NH3NaCCCH=CH2C2H5CH2lindlarCHCHCH2CH2HBrCH3CH2Br

O(5) CHCH2NaHH5C2CCC2H5H

Na/液NH3解：

CHCHH液NH3CF3CO3HNaCCNaHH5C22CH3CH2BrC2H5CCC2H5

C2H5HOCCC2H5H

C=CC2H5(6)

CH2DCH3HCl

ClCH3解：

CH2Mg纯醚MgClCH3D2ODCH3

(十一) 在下列各组化合物中，选择能满足各题具体要求者，并说明理由。

(1) 下列哪一个化合物与KOH醇溶液反应，释放出F-？

(A)

CH2NO2 (B)

O2NF

FCH3解：(B) 。 -NO2的吸电子共轭效应使对位氟的活性大增。

(2) 下列哪一个化合物在乙醇水溶液中放置，能形成酸性溶液？ (A)

C(CH3)2 (B) (CHBr3)2CHBr

解：(A) 。 苄基型C-X键活性远远大于苯基型(苄基型C+具有特殊的稳定性)。(3) 下列哪一个与KNH2在液氨中反应，生成两种产物？

BrCHCH33(A)

CH Br3CH3 (B)

BrCH3 (C)

CH3解：(B) HCH3KNHCH3CH32BrCH3(- HBr)CH3+CH3H(I)(II)CH3CH3CH3CHNH2-3H2NCH3+CH3H2N

CH3CH3液NH3H2NCH3+CH3H2N。

CH3CH3NH2-液NH3CH3H2NCH3+H2NCH3CH3

(十二) 由1-溴丙烷制备下列化合物：

(1) 异丙醇

OH解：CHCHCHBr322(2) 1,1,2,2-四溴丙烷 解：CHCHCHBr322KOH醇KOH醇CH3CH=CH2H2SO4H2OCH3CHCH3

CH3CH=CH22Br2CCl4Br2/CCl4BrBr

CH3CHCH2BrBrCH3CCH

BrBrBrNaNH2?(3) 2-溴丙烯

CH3CCH解：由(2)题得到的 CH3C(4) 2-己炔

解：CH3CH2CH2BrCHHBrCH3C=CH2Br2/CCl4NaNH2

KOH醇?CH3CH2CH2BrCH3CCH [参见(2)] CH3CCCH2CH2CH3

CH3CCHNa液NH3CH3CC-Na+(5) 2-溴-2-碘丙烷 解：CH3CH2CH2BrKOH醇Br2/CCl4NaNH2?BrCH3C=CH2HICH3CCH [参见(2)] BrCH3CCHHBrCH3CCH3

I(十三) 由指定原料合成：

(1)

CH3CH=CH2CH2CH2CH2NBSh?

HBr过氧化物解：CH3CH=CH2BrCH2CH=CH2BrCH2CH2CH2Br

Zn?CH2CH2CH2

(2)

CH3CH3CH3CH=CH22HBrCH3CHCHCH3BrZn?

解：

CH3CH3CH3CHCHCH32 CH3CH=CH22 CH3CHCH3

(3) C2H5BrCH3CH2CH=CH2

解：C2H5Br+CHCNaC2H5CCHC2H5C2H5

H2lindlarCH3CH2CH=CH2

(4)

解

OCH3CClAlCl3 ，C6H5NO2：

COCH3Zn-HgHClCH2CH3

BrBr2FeC2H5CH2CH3CuC2H5

?(十四) 由苯和/或甲苯为原料合成下列化合物(其他试剂任选)：

(1)

OCH2NO2CH2O+HCl

CH2Cl

解：

ZnCl2