PCI CH CH2OH COOH (4)CH3(CH2)4CH2OH H s04-2_HCI ①Co 无水乙醚 KMnO,H CH, CHaLi (5) CH3 CH2 CH2CH2OH ?-①CH3CHLi 乙醚 ②H2O H2? 无水乙醚 KMno4△ Zn(Hg) ? HCI (7)CH3CH2 CH2OH+CH3CCI-? 00°C LiAJHA? 乙醚 O+ Pcls (10) CH2COOH Ac2O 乙醚 6.用合适的方法转变下列化合物 (1)CH2=CH2- CH3 CH2COOH COOC?H5 (3HOOCCH2 CH2 COOH-(CH3)2C=CHCH=C(CH3)2 CH3 CH2 CH2COOH (5)CH3CH2 COOH CH3 CH2 CH2COOH(3) COOH PCI3 ? ? CH3CH2OH (4) CH3 (CH2 )4CH2OH ? H2SO4 HCI ? Mg ? 无水乙醚 ①CO2 ? ②H3O + (5) CH3CH2CH2CH2OH KMnO4 ,H + ? CH3CH2Li 乙醚 ? ①CH3CH2Li ②H2O ? (6) Br2 Fe ? Mg 无水乙醚 ? O H2O H + ? H2SO4 ? ①KMnO4 ,Δ ②H + ? Zn(Hg) HCI ? (7) CH3CH2CH2OH + CH3CCI ? ? Δ 500℃ O CO2CH3 ? LiAIH4 乙醚 (8) (9) CO CO O + PCI5 ? Δ (10) CH2COOH COOH ? Ac2O 乙醚 6． 用合适的方法转变下列化合物： (1) CH2 CH2 CH3CH2COOH (2) CH3 COOC2H5 (3) HOOCCH2CH2COOH (CH3 )2C CHCH C(CH3 )2 (4) CH3 CH2CH2COOH (5) CH3CH2COOH CH3CH2CH2COOH