ORGANIC CHEMISTRY Chapter 8 C=C、+H-X H-C Reactivity: HI >HBr> HCI >HF (CH3)2C=CH2>CH3 CH=CHCH3> CH3CH=CH2>CH2=CH2 HOAC CH3 CH,CH=CH,+ HBr Ch2 CHo-CH-CH Br CH3 80% HOAC (CH3hC-CH2+HCl CH3-C—CH 100 Markovnikov's Rule: In the addition of hX to alkene the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 8 C C + H X H C C X Reactivity: HI >HBr > HCl >HF (CH3)2C CH2 CH3CH CHCH3 CH3CH CH2 CH2 CH2 > >~~ > CH3CH2CH CH2 + HBr (CH3)2C CH2 CH Br CH3CH2 CH3 + HCl C Cl CH3 CH3 CH3 80% 100% HOAc HOAc Markovnikov’s Rule: In the addition of HX to alkene the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms
ORGANIC CHEMISTRY Chapter 8 Markovnikoy's rule o In the addition of HX to an unsymmetrically substituted alkene, the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms and that the x group adds to the carbon having more alkyl substituents o Markovnikov's rule can be restated by saying that, in the addition of hX to an alkene, the more stable carbocation intermediate is formed Department of Chemistry, Xiamen University
ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 8 Markovnikov’s rule In the addition of HX to an unsymmetrically substituted alkene, the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms and that the X group adds to the carbon having more alkyl substituents. Markovnikov’s rule can be restated by saying that, in the addition of HX to an alkene, the more stable carbocation intermediate is formed