UH ORGANIC CHEMISTRY
Brief Summary
Alkyne Intro
Pi Bond Energy
Structure
s characteristic orbital
IUPAC Nomenclature
Tiebreaker rule (enes vs ynes)
Cycloalkyne (Starts at Cyclooctyne)
Alkyne facts
Acidity
Acetylide Synthesis:
NaNH2 Or NaOH
Acetylide Reactions:
Halide Alkanes
Carbonyl groups (Aldehyde & Ketone)
Alkyne Synthesis:
Vicinal or Geminal dihalide
Teminal Alkyne:
NaNH2 / 150C
Internal Alkyne:
KOH / 200C
Alkyne Reactions
Hydrogenation:
To Alkane: H2 / Pt, Pd, or Ni
To Alkene
Cis : H2 / Pd(BaSO4) in quinoline
Lindlar's Catalyst
Trans: Li / NH3 (l)
Addition Reactions:
NOTE: Specify Equivalency (1 or 2 eq.)
H-X Addition
HBr / Peroxide
X2 Addition
Hydration Reactions (H-OH)
Hg - catalyzed hydration
H2O, H2SO4 / HgSO4
Hydroboration:
1. Sia2BH 2. H2O2/OH-
REDOX: KMnO4
Cold -- diketone
Hot -- Cleavage
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