内）（把化合物或离子前英文字母填入括号内）1abc2bac3bca4cab5bac试在括号中填入产物，原料或试剂。者须写出其构型或构象式，二，试在括号中填入产物，原料或试剂。有＊者须写出其构型或构象式，若认为无反应，应填入“×＝为无反应，应填入“无”字（2×20＝40分）
f1Ph4H
Br

Br5
2CH3CH2CHCH33CH3CH2CHCH2OCH3I6不反应7COOHOH

CCO
PhD
811OOOO14OO
912
CH3OCHOCH310
18
C2H5INO2

OO13
HNO2
HO
NO2NO2
15

CH316NOCH317HO2C
CO2HCH3
NO218NH19
OCC20CH33CCH2OHHCOOH
OCH3
三，试写出下列反应机理（5×4＝20分）试写出下列反应机理（×＝
O1HOHOOROH2OClROOHHOROH
H
OHHOROHHOROH2
H
OHOROH
O
OOR
OCl
O
OR
O
OR
CO2RCO2RHOR
CO2RCO2R
f3O

HOH
OH2OHOHOH2
HOHOH
4
NCH3NNCH3N
OCNH2NaOHBr2NH2OCNNH2
N
CH3NNNCONH2NCH3N
OHCNBrNH2NCH3NNNHOH
OH
NNH
OH
CH3NNNOCH3NNHH
四，试用指定原料合成下列化合物（4×5＝20分）试用指定原料合成下列化合物（×＝CH3CH3CH3CH3NH2NaNO2N2ClH2OOHNO2Fe1HClHClCH3CH3CH3CH3PH910OHN2ClNNOH
O2OO3CO2Et

NH3H2O
ONH2COOH
1LiAlH42
H2O
HOCO2EtCO2EtNH
NH2
NH3

CO2EtMichealadditio
CO2Et
ONaOEtEtOHCH34CH3HNO3H2SO4CH3NHCH3FeNO2HClCH3
CH3
NH2
1NaNO2HCl2CuCNHCN
CH3CN
CH3
1
CH3Br2FeCH3
CH3
MgEt2O2Br3CO2H2OCH3
1
CH3
CH3
SOCl2NH32COOH3
CH3CNCH3
fr