Alkene Reactions Flashcards
H2, metal (Pd/Ni/Pt)
Pi bond gone/
syn addition
H-X
X attaches to more sub
H-X
mechanism
X leaves H-X/
Pi bond attacks H/
Carbocation created/
X attacks carbocation
acid catalyzed hydration; reagents
H2O, H+ (H2SO4)
H2O, H+ (H2SO4)
OH attacks more sub/
H attacks less sub
H2O, H+ (H2SO4)
mechanism
Pi bond attacks H+/
Carbocation created/
H2O attacks carbocation, O is +/
H-O bond attacks O+
hydroboration-oxidation; reagents
BH3, THF
H2O2, NaOH, H2O
BH3, THF
H2O2, NaOH, H2O
OH attacks less sub/
H attacks more sub/
syn addition
X2
anti addition of 2 X’s
X2
mechanism
X-X bond broken, X leaves/
Other X forms triangle thing with the C’s/
First X attacks one C, triangle broken
halohydrin; reagents
X2,
H2O
X2
H2O
anti addition of OH-X/
OH on more sub/
X on less sub
X2
Nu
anti addition of Nu-X/
Nu on more sub/
X on less sub
eg Cl2, CH3OH
X2
H2O/Nu
mechanism
X-X bond broken, X leaves/
Other X forms triangle thing with the C’s/
H2O (Nu) attacks one C, triangle broken, attacks the more pos (most branched C)
epoxides; reagents
ROCOOH
ROCOOH
makes O triangle thing
NaNH2
R-X
alkene –> alkyne
NaNH2
R-X
mechanism
Makes C-H into C- and Na+/
Add the R part of R-X to the C-
hydrogenation of alkynes; reagents
H2
Lindlar catalyst
H2
Lindlar catalyst
alkyne –> cis alkene
catalytic hydrogenation; reagents
H2, metal (Pd/Ni/Pt)
dissolving metal reduction alkynes; reagents
alkali metal (Li/Na/K), NH3
dissolving metal reduction alkynes
alkynes –> trans alkenes
osmium
adds 2 OH’s syn
