Alkene Reactions Orgo Exam 2
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13 Terms
Hydrohalogenation
Mark
Mixture
products: x + H
shift
Hydrohalogenation
anti-mark
products: x + H
Acid Catalyzed
Mark
Mixture
Products: OH + H
Shift
oxymercuration
Reduction
Mark
Not syn or anti
no rearrangement, works for ROH and RNH2 also
Products: OH + H
hydroboration
Oxidation
Anti- Mark
Syn Addition
Products: OH + H
hydrogenation
syn addiction
Products: H + H
halogenation
anti-addition
bridged intermediate
bromonium ion
Products: Br + Br
halohydrin formation
H2O attacks more substituted carbon
anti addition
bromonium ion intermediate
Products: Br + OH
syn dihydroxylation
syn addition
can also be done w/ cold KMnO4 and NaOH
Products: OH + OH
anti dihydroxylation
anti-addition
epoxidation
open ring w/ acid catalysts
Products: OH + OH
O3 followed w/…..
reduction
keep C-H bonds
O3 breaks double bond
(count carbons carefully)
Products: O + O
O3 followed w/ …
oxidation
replace C-H bonds w/ C-OH bonds
O3 breaks double bond
(count carbons carefully)
Products: O + O + OH
epoxidation
m-CPBA is a peroxy acid.
Epoxides easily open in an SN2-like manner.
Triangle where double bond is