OChem 1: Ch.9

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1
catalytic hydrogenation
alkyne converted to an alkane by adding H2 in presence of an ordinary catalyst(Pt)
2
dissolving metal reduction
alkyne reduced to a trans alkene by using Na and ammonia
3
alkyne reduction (poisoned catalyst)
alkyne reduced to a cis alkene by using H2 in the presence of Lindlar's catalyst
4
hydrohalogenation
Markovnikov addition of H and a halogen to an alkyne
5
Markvonikov hydration
alkynes undergo acid catalyzed hydration
H2SO4 with H2O catalyzed by HgSO4
6
hydroboration-oxidation
anti-Markovnikov addition
produces an aldehyde
7
Markovnikov hydration of terminal alkyne
yields a ketone
8
Anti-Markovnikov hydration of terminal alkyne
yields an aldehyde
9
halogenation
excess X2(two equivalents of halogen) yields a tetrahalide
one equivalent of X2 yields anti and syn addition
10
ozonolysis of an internal alkyne
produces 2 carboxylic acids
11
ozonolysis of a terminal alkyne
yields carboxylic acid and carbon dioxide
12
alkylation of terminal alkyne
converted to an alkynide ion with NaNH2
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