NaOCH3
CH2CH2
C6H5CH
CO
CCHCH3
O
C6H5
CH2CH2
C6H5CH
C
O
CCHCH3
O
C6H5
CH3OH
CH2CH2OH
C6H5CHC
CCHCH3
OC6H5
H2O△
CH2CH2
C6H5CH
C
CHCCH3
O
C6H5
24
f8、丙二酸酯合成：
CH3CH2OHO
Cl2P
①NaCN②H3O
2C3H5OHH
CH2COOC2H52
NaBr1CH3CH2OHH2SO4
CH3CH2Br
CH3OH
NaBrH2SO4
CH3Br
CH2COOC2H52C2H5ONaNaHCCOOC2H52C2H5BrC2H5CHCOOC2H52
①C2H5ONa②CH3Br
HH2O
CO2△
CH3CH2CHCH3COOH
2
CH3CH2OH
H△
CH2CH2
O2Ag
H2C
CH2
O
H3O
NaBrCH3CH2OHH2SO4
CH3CH2Br
Mg干醚
CH3CH2MgBr
NaBrCH3CH2CH2CH2OHH2SO4CH2COOC2H52C2H5ONa
CH3CH2CH2CH2Br
CH3CH2CH2CH2Br
HH2O
CO2△
CH3CH2CH2CH2CH2COOH
3
NaBrCH3CH2OHH2SO4
CH3CH2BrNaCN
HCH3CH2CNH2O
CH3CH2COOH
LiAlH4
CH3CH2CH2OH
H△H2O
CH2CHCH3Br2
CH3CHBrCH2Br
2CH2COOC2H522C2H5ONa2NaCHCOOC2H52CH3CHBrCH2Br
H
CO2
CH2CH2COOH
H2O
△
H3CCHCH2COOH
12二溴乙烷合成酮3
4CH3CH2OH
H△H2O
CH2CH2
Br2
CH2BrCH2Br
2CH2COOC2H522C2H5ONa2NaCHCOOC2H52
CH2BrCH2Br
CH2CHCOOC2H52CH2CHCOOC2H52
2C2H5ONa
CH2BrCH2Br
C2H5OCOC2H5OCO
COOC2H5HCOOC2H5H2O
CO2△
HOOC
COOH
512二溴乙烷合成同4
25
fCH2COOC2H522C2H5ONaCH2BrCH2Br
COOC2H5HCOOC2H5H2O
CO2△
COOH
9、乙酰乙酸乙酯合成
CH3CH2OHO
CH3COOH
CH3CH2OHH△
CH3COOC2H5
C2H5ONaH
CH3COCH2COOC2H5
1CH3CH2OH
NaBrH2SO4
CH3CH2Br
①C2H5ONaCH3COCH2COOC2H5②C2H5Br
①C2H5ONa②C2H5Br
5NaOHCH3CH2CHC2H5COCH3
2CH3OHNaBrH2SO4
CH3Br
①C2H5ONaCH3COCH2COOC2H5②CH3Br
①C2H5ONa②CH3Br
40NaOHCH32CHCOOH
O3CH3CH2OH
CH3COOH
Cl2P
ClCH
2COOH
CH3CH2OHH
ClCH2COOC2H5
①C2H5ONa
5NaOH
CH3COCH2COOC2H5②ClCH2COOC2H5
CH3COCH2CH2COOH
4CH3CH2OH
HH2O
Br2CH2BrCH2Br
①2C2H5ONa2CH3COCH2COOC2H5②CH2BrCH2Br
5NaOH
CH3COCH2CH2CH2CH2COCH3
NaBr
Mg
5CH3CH2OHH2SO4CH3CH2Br干醚CH3CH2MgBr
CH3OHCrO3吡啶
CH3CHCH2
Br2光
HCHO
①CH3CH2MgBr②H3O
CH3CH2CH2OH
HBr
过氧化物BrCH2CH2CH2Br
HH2O
CH3COCH2COOC2H5
①2C2H5ONa②BrCH2CH2CH2Br
5NaOH
CCH3O
10、该化合物为：CH3COCH2CH2COOH反应式略。11、ACH3CH2COOC2H5BCH3CH2COCHCH3COOC2H5
CC2H5COCC2H5CH3COOC2H5DCH3CH2COCHCH3CH2CH3反应式略。
第十五章硝基化合物和胺
1、（1）2甲基3硝基戊烷（2）丙胺（3）甲异丙胺（4）N乙基间甲苯胺
26
f（5）对氨基二苯胺（6）氢氧化三甲基异丙铵（7）N甲基苯磺酰胺（8）氯化三甲基对溴苯铵（9）对亚硝基N，N二甲基苯胺（10）丙烯腈2、
NHCOCH3
1
2CH3NH2H2SO43
NO2
NC2H54CH3
CH3CH2NH2
5CH2CH2CH2NH26CH3NC7CH2CH2CH2Nr