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Orgo Ch. 7-9

reactions reagents

QuestionAnswer
E2 Dehydrohalogenation to Alkene Base (sterically hindered)
E2 Debromination to Alkene NaI, acetone
E1 Dehydrohalogenation to Alkene Base (weaker base)
Dehydration of Alcohols to Alkene H2SO4, H20
Dehydrogenation to Alkene Heat, Pt
Alkene Markovnikov Ionic Addition H-Br
Alkene Free Radical Anti-markovnikov addition ROOR, H-Br
Alkene Hydration Markovnikov H2SO4, H20
Alkene Markovnikov Hydration (Anti) Hg(OAc)2, H20, NaBH4
Alkene anti-Markovnikov Hydration (syn) BH3THF, H202, NaOH
Alkene Halogenation (anti) Br-Br
Alkene Halohydrins Markovnikov (anti) Br-Br, H2O
Alkene Catalytic Hydrogenation (syn) Pt, H2
Alkene Cyclopropane Synthesis CH2I2, Zn(Cu)
Alkene Cyclopropane Alpha Elimination CHBr3, KOH/H2O
Alkene Epoxidation MCPBA (or RCO3H)
Alkene Acid-Catalyzed Opening of Epoxides H2SO4, H2O
Alkene Syn Dihydroxylation OsO4 + H2O2 (or KMnO4 + H2O, NaOH)
Oxidative Cleavage KMnO4 + heat, concentration (or O3 + Dimethyl Sulfide)
Polymerization (Cationic) H2SO4
Polymerization (Free Radical) ROOR
Polymerization (Anionic) NaOH
Alkyne (to extract H) NaNH2
Alkyne Synthesis (internal) KOH, 200 degrees
Alkyne Synthesis (terminal) NaNH2, 150 degrees, H2O
Alkyne to Alkane H2, Pt
Alkyne Hydrogenation to cis Alkene H2, Pt, BaSO4, quinoline (Lindlar's catalyst)
Alkyne to trans Alkene Na/NH3 (free radical mechanism)
Alkyne halogen addition Br-Br
Alkyne Markovnikov hydrohalide H-Br
Alkyne to Ketone (Markovnikov) HgSO4, H2SO4, H2O
Alkyne to Aldehyde (Anti-markovnikov) HBSia2, H2O2, NaOH, H2O
Alkyne to Diketones KMnO4, H2O, neutral
Alkyne to Carboxylic Acids KMnO4 (with H2O, NaOH, heat) or O3 + H2O
Created by: klee94
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