9.(E)-4,4一二甲基-3-氯甲基-2-戊烯10.(Z)-3-乙基-4-氯-2-己烯 B3C-C=C-CH,CI H H-C=C-CH-CAs HCHS H 完成下列反应式 (CH3)C=CH()H2SOA (CH3)2C-CH 2)H2O OH B 2 HO 3. CH3CH2 CH-CH2 n/H CH3 CH2 CHO+HCHO (1)H,SO 4 ACH2(2)H2O NOH +Cl2+H,O >CH2CH=CH (1)B2H6 (2)H,O,/OH >CH, CH2 CH2OH KMnO4 OH 8 H CHSCH=CHCHs KMnO4 H/△ 2CH3 CH,COOH LOH C6HsCO3H H3O C2H KMno O 11 CH3C(CH2)3 COOH [+o0,H30 =CH2+B2H6_H202 CH,OH DH5 9.(E)-4,4－二甲基-3-氯甲基-2-戊烯 10.(Z)-3-乙基-4-氯-2-己烯 H Cl H3C C C(CH3 )3 CH2 C CH CH2CH3 H Cl H3C C C2H5 C 三、完成下列反应式 1． (1) (2) CH2 H2O H2SO4 (CH3 )2C OH C CH3 (CH3 )2 2． H2O2 CH3 HBr Br CH3 3．CH O3 Zn/H2O 3CH2CH=CH2 CH3CH2CHO + HCHO 4． (1) (2) CH2 H2O H2SO4 OH CH3 5． ℃ Br2 300 Br 6． ＋Cl2 ＋ H2O HO Cl or Cl OH 7． (1) (2) CH2 H2O2 CH CH2 OH B2H6 CH2CH2CH2OH 8． KMnO4 OH OH OH 9． H + C KMnO4 2H5CH=CHC2H5 2CH3CH2COOH 10． H3O C + 6H5CO3H (±) OH OH O ； 11． H + C KMnO4 2H5 C COOH O CH3 (CH2 )3 12． ＋ O H2O2 sO4 OH OH 13． CH2 H2O2 OH ＋B2H6 CH2OH