中科院金属有机研究所01

2001 20 1 1AAl(I-PrO) 3 , I-PrOH,B.H 2 NNH 2 , NaOH, (HOCH 2 CH 2 ) 2 O,,C.HSCH 2 CH 2 SH, H 2 /Ni, D.Zn/Hg, HCI2AB-C-3ABD4N-A B. C. D.5AB. C. D.6ACH 3 CH 2 OHB.CF 3 COOHC.CF 3 CH 2 OHD.CICH 2 COOH7 4n+2 ABC

D8-14-AR 2 CuLi, B.Rli, C.R 2 Cd, D.RM g X9ACH 3 CHOB.phCH 2 CH 2 OH, C.CH 3 CH 2 CH(OH)CH 2 CH 3 , D.phCOCH 2 CH 310S N 2 ()() ()A.B.C.D.11AAgNO 3 KmnO 4 B.HgSO 4 /H 2 SO 4 ; KmnO 4 C.Br 2 CCl 4 KmnO 4 D.BrNO 3 12KmnO 4 A CH 2 COOH B.COOHC. D.CH-CH 2 OHOHCH 2 CHO13HPhC=CBrHAph 2 CuLi B.PhMgBr C.PhLi D.Ph 2 Cd14 CH 3 CHCICH=CHCH 3 A1 B.2 C.3 D.4 HPhC=C15ACICHCH 2 CH 3 B.CH 2 CH 2 CH 2 CH 3 C.CH 3 CHCH 2 CH 3 D.CF 3 CHCH 2 CH 3PhH16

A.o-CH 3 -C 6 H 4 OHC.p-CH 3 -C 6 H 4 -OHB.p-O 2 N-C 6 H 4 -OHD.o-O 2 N-C 6 H 4 -OH171- -3-A2 B.3 C.4 D.5 18A. B. C. D.19CH 3A. B.HC=C=CCH 3COOH NO 2CHClBrC. D.BrClOClHClCOOH NO 220ClHO 2 NNO 2SO 3 HAB.BCD.30 2 1CH 3 OCH 2 CH 2 CH 3 + HI1:1 mol

2CH 3Br 2 /H 2 O3+COOH4BrHCH 3 ONaCH 3 OH/5CH 3ONa+ CH 3 CH=CHCH 2 BrCH 36OHBrCH 2 =CH – C — CH 2CH 37C 2 H 5 COO CH 3AlCl 381. Mg2 CH 3 COCH 3 (1) (2)CH 3 COOH2. H + Br 2

9CHO 1. CH 3 MglC 2 H 5 H (1)C 6 H 52. H + 3 O10CH 3EtOOCCHCHCH 2 CH 2 COOEt (1)COOEtNaH11OCH 3 CH 3 COOOH C 2 H 5 OH(1) (2)H +12C 6 H 5D HH OOCCH 3C 6 H 5500(1)13CH 3CH 2 =C - O – CH 2 CH=CH 2 (1)14CHO(CH 3 CO) 2 OCH 3 COONa(1)

15CH 3CH 3HNHD1. CH 3 l2. Ag 2 O(1)CH 3 CH 310 5 1A B AC C D C E L- Fischer ABCDE 2 A C 6 H 13 NA Hoffmann Ag 2 O BC 8 H 19 NOB C C 8 H 17 NCHoffmann Ag 2 O D D C 9 H 21 NOD E C 6 H 10 E Zn 2mol 1molCH 2 COCH 2 CHO ABCDE 10 5 1OH CH 3C – CH 3H +OOH2O OHCHOCN—C-CH—

30 5 1ClClCH 32CH 3COCH 234 CH 2 COOH4CICH 2 CH 2 SCH 3 CH3SCH2CH2CHCOONH353 6CH 3 -C-CH 2 CH 2 CH 2 CH 2 COOH