ORGANIC CHEMISTRY Chapter 6 6.16 Elimination reactions of Alkyl Halides 卤代烃的消除反应 Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 6.16 Elimination Reactions of Alkyl Halides 卤代烃的消除反应
ORGANIC CHEMISTRY Chapter 6 o Another characteristic of alkyl halides is that undergo elimination reactions. In an elimination reaction the fragments of some molecule(yz) are removed (eliminated )from adjacent atoms of the reactant This elimination leads to the introduction of a multiple bond Elimination C-C YZ Y Z Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 Another characteristic of alkyl halides is that undergo elimination reactions. In an elimination reaction the fragments of some molecule (YZ) are removed (eliminated) from adjacent atoms of the reactant. This elimination leads to the introduction of a multiple bond: C Y C Z C C Elimination YZ
ORGANIC CHEMISTRY Chapter 6 616 A Dehydrohalogenation(脱卤化氢) KOH EtOH RCHoCHo-X RCH-CH KOH EtOH RCH2CH-X RC≡CH Reactivity: R3 Cx>R2ChX> RCH2X Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 6.16A Dehydrohalogenation (脱卤化氢 ) RCH2CH2 X KOH, EtOH RCH CH2 RCH2CH X X KOH, EtOH RC CH Reactivity： R3CX > R2CHX > RCH2X
ORGANIC CHEMISTRY Chapter 6 CH3 CH2-CH-CH3 KOH, EtOH CH2CH=CHCH Br 81% CH3 CH2CH=CH 19 CH 3 CH3CH2C—CH2KOH,EtOH CH3CH=C(CH3)2 △ Br 71% CH3CH2C=CH2 CH329 Zaitsev(saytzeff) rule: base-induced elimination reactions generally give the more highly substituted alkene product Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 6 CH Br CH3CH2 CH3 KOH, EtOHCH3CH CHCH3 CH3CH2CH CH2 81% 19% C Br CH3CH2 CH3 KOH, EtOHCH3CH C(CH3)2 CH3CH2C CH2 71% 29% CH3 CH3 + + Zaitsev (Saytzeff) rule: base-induced elimination reactions generally give the more highly substituted alkene product