Ok.COl.CCH3+Cl2H+CH3Cl2,H2OOH－
m.n.CH2=CHCH2CH2COCH3CH2=CHCOCH3+HBr+HCl
o.CH2=CHCHO+HCN稀NaOH3p.答案：
C6H5CHO+CH3COCH
Na.CH3COCH2CH3OH+H2N－OHOHCH3CCH2CH3b.Cl3CCHOH3C+H2O+Cl3CCHOHKMnOH4+c.CHOHOOCCOOHOHd.CH3CH2CHO稀NaOHCH3CH2CH-CHCHOCH3CH3e.C6H5COCH3+CH3C6H5COH+C6H5MgBrC6H5COMgBrHH2OC6H5f.O+H2NNHC6H5C6H5NNHC6H5g.(CH3)3CCHO浓NaOH(CH3)3CCH2OH无水HCl+(CH3)3CCOOHOOh.O+(CH3)2C(CH2OH)+2i.O+K2Cr2O7HHOOC(CH2)3COOHj.CHOKMnO室温4COOH
COOHO+CHCl3Ok.COl.CCH3+Cl2H+CH3Cl2,H2OOH－CCH2ClClCl2CH2COCH3OHCH3m.CH2=CHCH2CH2COCH3+HClCH3-CHCH+n.CH2=CHCOCH3+HBrBrCH2CH2COCH3OHo.CH2=CHCHO+HCNNCCH稀NaOH32CH2CHO+OCH2=CHCHCNp.C6H5CHO+CH3COCHC6H5CHCHOH2C-CH3
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.ABCD丙醛丙酮丙醇异丙醇2,4－二硝基苯肼无沉淀沉淀有沉淀ＡＢＣＤTollen试剂无沉淀I2 / NaOH无沉淀黄色沉淀沉淀Tollen试剂无沉淀C环戊酮BCI2 / NaOH无沉淀CＡＢＣＤb.AB戊醛2－戊酮ACHI3B
9.5 完成下列转化 a.C2H5OHOb.CClCH3CHCOOHOHOCc.OOHd.HCCHCH3CH2CH2CH2OHOHCH3e.CH2CCHCH33f.CH3CH=CHCHOCH3CH2CH2OHCH3CH-CHCHOOHOHCH3CH2CH2CH2OHg.答案：
a.C2H5OHOCrO3.(Py)2CH3CHOHCNCH3CHOHCNOH+H2OCH3CHCOOHOHb.CCl无水AlCl3Cc.OHgNaBH+4H2O稀OH－CH3CHOOHd.HCCH,H+CH3CH=CHCHOH2 / NiCH3CH2CH2CH2OHOHH2OCH3e.Cl2光f.CH3CH=CHCHOH3O+CH2ClMgEt2OCH2MgCl1)CH3COCH2)H+3CH2CCHCH3O3OHOH无水HClCH3CH-CHCHOOHOHOCH3CH=CHCHO稀冷KMnOOH－4CH3CH-CHCHOHOHOg.CH3CH2CH2OHHBrMgCH3CH2CH2BrEt2OCH3CH2CH2MgBr1)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
