)CH,CH,CHO稀OH, CH2CH2CHO 0 (CH.CCH.CH-CH,CI KOH CHC 14.9完成下列反应。 Br ()CH,CH,CH=CH2？→CH,CH,CHCH,KMnO,? NaoH? (2)CH;C=CH HeSO4、?C2H,MgBr?HO,HBr→， H2S04 c-c △ s0g,?日，40 干醚 4cm=0ma公aao9,-, ②H0* OH 会器，0 awdca0aH8ooi2qe,g?gaag,4g, Br 干HC1干醚 (9)2CH;COCH; ②H20 (CCOOH CH Mgg、 OH NOHC CHCHCHCOC (1)CHCOCH-CH-COCHNaOH?HBr? △ (7) CH2CH2CHO CH2CH2CHO
OH - CHO (8) CH3CCH2CH2CH2Cl O KOH CH3C O 14.9 ⑤✍✉☛✍✌✡✒✏✔❈✢ (1) CH3CH2CH CH2 ? CH3CH2CHCH3 OH ? KMnO4 H2SO4 ? ? Br2 NaOH Br2 CH3COOH (2) CH3C CH ? HgSO4 H2SO4 C2H5MgBr ? ? H3O + ? HBr (3) CH2 CH2 ? PdCl2 -CuCl2 O2 ? ⑥ OH - ? H2 ,Ni ? SOCl2 M ⑦ g ⑧✖⑨ ? O ? H3O + (4) CH3CH CH2 ? PdCl2-CuCl2 ? ⑩ ❶ CH3C CNa H3O + ? Lindlar❷❳❸✂❹ H2 (5) OH ? Ni H2 ? K2Cr2O7 H2SO4 ? HOCH2CH2OH ⑧ HCl ? Ni H2 (6) CHO + CH3CHO ? ⑥ NaOH ? 2CH3SH ? Ni H2 ? H + ❺ H2O (7) CH3 O ? NH2OH ? PCl5 (8) (CH3)2CHCHO ? Br CH3COOH ? 2CH3OH ⑧ HCl M ⑦ g ⑧✖⑨ ? (CH3 )2CHCHO ? H3O + (9) 2CH3COCH3 ? ⑩ ❶ Mg-Hg H2O ? H + (CH3)3CCOOH + CHBr3 ? (10) OH ? NaOH,C2H5Br ? CH3CH2CH2COCl AlCl3 ? Zn-Hg HCl (11) CH3COCH2CH2COCH3 ? ⑥ NaOH ? HBr