Ch7SumMARY Alkene
Ch7SumMARY Alkene
Ch7SumMARY Alkene
General Features
1.
2.
3.
4.
Unsaturated
The pair of electrons in thebond are more diffuse
Cannot rotate about the double bond
If double bond and single bond occurs alternately, resonance will
occur.( e.g. CH2=CH-CH=CH2), stability increases.
CH2=CHCH3 + HBr
CCl4
CH3CHBrCH3
Mechanism
CH2=CHCH3 + H-Br
CH 3CHCH3 + Br
CH3CHBrCH3
Ozonolysis of alkenes
Ozone, O3, is highly reactive electrophile. When it is bubbled through a solution of an alkene ,
it reacts with the C=C double bond to yield a five-membered ring . since the O-O-O- is quite
unstable, this intermediate immediately rearranges to give the more stable ozonide. This
ozonide then cleaved with zinc in aqueous acid to form aldehydes or ketones.
Elimination
alcoholic KOH
(CH3)3C-Br
(CH3)2C=CH2