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hydrohalogenation (markovnikov edition)
reagents: HX
hydrohalogenation (anti-markovnikov edition)
reagents: HBr, ROOR
acid catalyzed hydration
regeants: H3O+
oxymercuration-demercuration
reagents:
1) Hg(OAc)2, H2O
2) NaBH4
hydroboration oxidation
reagents:
1) BHS * THF
2) H2O2, NaOH
catalytic hydrogenation
reagents: H2, metal catalyst
halogenation
reagents: X2 (X = Br or CL)
halohydrin formation
reagents: X2, H2O
anti-dihydroxylation
reagents:
1) RCO3H or MCPBA or peroxyacetic acid
2)H2O
syn-dihydroxylation
reagents:
1) KMnO4, NaOH (cold)
or
1) OsO4
2) NaHSO3, H2O
ozonolysis
reagents:
1) O3
2) DMS
ROOR/peroxides
what reagent will result in the anti-markovnikov edition of hydrohalogenation
hydrohalogenation
reagents: xs HX or (1 equivalent) HX
acid-catalyzed hydration
reagents:
1) H2SO4, H2O
2) HgSO4
hydroboration oxidation
reagents:
1) R2BH or 9-BBN or disiamylborane
2) H2O2, NaOH
poisoned catalytic hydrogenation
reagents: H2, Lindlar’s catalyst/Ni2B
dissolving metal reduction
reagents: Na, NH3 (l)
catalytic hydrogenation
reagents: H2, Pt/Pd/Ni
halogenation
reagents: X2 (1 equivalent) or xs X2, CCL4
ozonolysis
reagents:
1) O3
2) H2O
alkylation
reagents:
1) NaNH2
2) RX
ozonolysis
reagents:
1) O3
2) H2O
elimination
reagents:
1) xs NaNH2
2) H2O
H and X
what groups does hydrohalogenation add
H and Br
what groups does the anti-markovnikov version of hydrohalogenation add
H and OH
what groups does acid-catalyzed hydration add
H and OH
what groups does oxymercuration-demercuration add
H and OH
what groups does hydroboration oxidation add
H and H
what groups does catalytic hydrogenation add
X and X
what groups does halogenation add
X and OH
what groups does halohydrin formation add
OH and OH
what groups does anti-dihydroxylation add
OH and OH
what groups does syn-dihydroxylation add
O and O (carbonyl)
what groups does ozonolysis add
keto-enol tautomerization
what mechanism converts a ketone group into an enol
