Summary Organic Chemistry 1: Reactions of Alkenes

Reactions of Alkenes
electron pushes Heat of
Hydrogenation
make bond between nucleophile+ electrophile more stable lower heat
· · =



&
+> - trisnb > disubc one sub
L
trans > cis
↓
break bond to create stable molecules/ions endocyclich exocyclic
·




↑ ↑
↓ in cycl out Cyclo

·
add a proton
ET If
h
·
remove a proton
.
↑
1 - +




ADDITION OF HYDROGEN HALIDE
HX(X =
C , Bv , 1)

Regioselectivity : Markovnikov (more substituted side)

Stereoselectivity :
none HYDRIDE SHIFT
Intermediate : Carbocation (can shift alkyl/nalide) >

*F
ran :
-




H
rn : X + HBr + 1
Bu

mechanism :
* Her
mechanism :



[IEH-
nuc ED


> +
- +
1 1,
- S




B F

ADDITION OF WATER : ACID CATALYZED >
-
RING EXPANSION
Regioselectivity :
markornikov (OH)
Stereoselectivity : none
:* stereo a




: -
Intermediate : carbocation mechanism

Reagents HeSOy : +
HeO Or CH30H

rxn :
[ IFort I

brave -




:-
mechanism H

nuc ED H

>
- I