523炔烃的亲电加成 1加卤素 E. CH2-CHCH2C=CH Br2(1 mol)- BrCH-CHCH2C≡CH Br 烯键比炔键容易加成 2 CH≡CH C-C Fecl H△ 或SnCl2 ClCH-CHCl2 反式加成
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 5.2.3 炔 烃 的亲电加成 1. 加卤素 烯键比炔键 容易加成 CH 2 CH C H 2 C CH + Br 2(1 mo l ) BrCH 2 CHCH 2 C CH B r 反式加成 CH CH 或 SnCl 2 C C Cl H H Cl Cl 2CH CHCl 2 Cl 2 FeCl 3 Cl 2
2加卤化氢 C HCI RC≡CH RC=CH HCI -Rc-CH HgC gcl2 Cl C H Cl Cl RC-CH →RC=CH2 RC-CH rp More stable C RCHECH ess stable 符合马氏规则
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 2.加卤化氢 RC CH HCl HgCl 2 RC CH 2 Cl RC CH 3 Cl Cl HCl H + Cl H + RC CH 2 RCH C H Less stable More stable Cl RC CH 3 Cl RC CH 2 Cl 符合马氏规则
三3加水 Heso ID CH=CH H,O CH=CH HoSO O OH CH3-c-h HgSO4 RC=CH 3RC≡CH+H2O HoSO OH R一C—CH
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 3.加水 Hg S O 4 CH CH + H 2 O H 2SO 4 CH CH 2 OH CH 3 C O H RC CH + H 2 O Hg S O 4 H 2SO 4 RC CH 2 OH R C O CH 3