n.o.p.答案：
CH2=CHCOCH3CH2=CHCHOC6H5CHO++HBr+HCNCH3COCH3稀NaOH
OHNa.CH3COCH2CH3+H2N－OHOHb.c.Cl3CCHOH3C+H2OCHO+KMnO4Cl3CCHOHH+OHd.CH3CH2CHO稀NaOHCH3CH2CH-CHCHOCH3CH3e.C6H5COCH3+C6H5MgBrC6H5COMgBrCH3CCH2CH3HOOCCOOHH+CH3C6H5COHC6H5f.O+H2NNHC6H5浓NaOHH2OC6H5NNHC6H5g.h.(CH3)3CCHOO(CH3)3CCH2OH无水HCl+(CH3)3CCOOHOO+(CH3)2C(CH2OH)2H+i.j.O+K2Cr2O7KMnO4室温HOOC(CH2)3COOHCHOCOOH
Ok.CCH3Ol.CCH3Cl2,H2OOH－+Cl2H+COOH+OCCHCl3CH2ClClCl+OHCH3m.n.o.p.CH2=CHCH2CH2COCH3CH2=CHCOCH3CH2=CHCHOC6H5CHO++HBr+HCN+HClCH3-CHCH2CH2COCH3BrCH2CH2COCH3OHNCCH2CH2CHO稀NaOH+CH2=CHCHCNCH3COCH3OC6H5CHCH2C-CH3OH
9.4 用简单化学方法鉴别下列各组化合物
a. 丙醛、丙酮、丙醇和异丙醇 b. 戊醛、2-戊酮和环戊酮 答案： a.ABCDb.ABC丙醛丙酮丙醇异丙醇沉淀Tollen试剂无沉淀环戊酮BCI2 / NaOH无沉淀C2,4－二硝基苯肼无沉淀沉淀有沉淀ＡTollen试剂ＢＣＤI2 / NaOH无沉淀无沉淀黄色沉淀AＡＢＣＤ戊醛2－戊酮CHI3B
9.5 完成下列转化
a.C2H5OHOCCH3CHCOOHOHClOCb.c.OHCCHCH3OHCH3CH2CH2CH2OHOHCH2CCH3CH3d.e.f.g.答案： a.CH3CH=CHCHOCH3CH2CH2OHC2H5OHOCrO3.(Py)2CH3CHOHCNCH3CH-CHCHOOHOHCH3CH2CH2CH2OHCH3CHOHCNOCH+H2O
CH3CHCOOHOHb.CCl无水AlCl3c.OHCCHNaBH4Hg,H+H2O+H2O稀OH－OHCH3CH=CHCHOH2 / NiCH3CH2CH2CH2OHOHd.CH3CHOe.CH3Cl2光CH2ClMgEt2OCH2MgCl1)CH3COCH32)OH+CH2CCH3CH3f.CH3CH=CHCHOH3O+OHOH无水HClCH3CH-CHCHOOHOHHBrCH3CH2CH2BrCH3CH=CHCHOO稀冷KMnO4CH3CH-CHCHOH－OOHOHMgEt2Og.CH3CH2CH2OHCH3CH2CH2MgBr1)HCHO2)H+CH3CH2CH2CH2OH新版本增加了两个反应：
hex-3-yneOHgSO4/H2SO4/H2O制备酮；
Ohexan-3-one
OAlCl3ClFe/Br2富克酰基化、溴化；定位；反应顺序Br
9.6 写出由相应的羰基化合物及格氏试剂合成2－丁醇的两条路线. 答案：
A CH3CH2CHO + CH3MgBr B CH3CHO + CH3CH2MgBr
9.7 分别由苯及甲苯合成2－苯基乙醇 答案：
CH3Cl2光照BrBr2FeMgEt2OCH2ClMgBrOH+MgEt2OCH2MgCl1)HCHO2)H+CH2CH2OHH2O
9.8 下列化合物中，哪个是半缩醛（或半缩酮），哪个是缩醛（或缩酮）？并写出由相应
的醇及醛或酮制备它们的反应式。
a.OOb.OHOCH2CH2OHc.OCHCH3OHd.OOH 答案：
a. 缩酮 b. 半缩酮 c.d 半缩醛
HOO无水HClO+OHO