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Summary Organic Chemistry 1: Reactions of Alkynes

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These notes focus on the main reactions of alkynes, including how to form and transform triple bonds. Topics include alkylation of terminal alkynes using strong bases, and dehydrohalogenation reactions that create alkynes from dihalides. The notes also cover addition reactions such as halogenation and hydrohalogenation, showing how reagents add across the triple bond. Hydration reactions are included, comparing acid-catalyzed hydration (Markovnikov ketone formation) with hydroboration-oxidation (anti-Markovnikov aldehyde formation). Mechanisms and examples demonstrate regioselectivity and reaction conditions.

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Reactions of Alkynes

ALKYLATION OF TERMINAL ALKYNES
·
CH3 or 10 alkyl halide
·
NaNHz + deprotonate

ran :NaNHe
,
-
--
2 .
CHaCHzBr


-
mechanism : HON -




- EGONa :
-Br -
-

+
NHz




DEHYDROHALOGENATION
germinal ** forming terminal
·
·

1
L
Y
"Workup" step
ONH2


vicinal
· -




H-OH




vinyl
& ↳ - 1. NaNHz(zea) NHy (D)
-
2 .
H20 (quench)
,

E

:
·




UXnS :
-Ji
Vicinal
internet




OH2



ADDITION OF BROMINE-CHLORINE
intermediate : brigde halonium



=
,
rezea
Br Br


N
Bu By

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Written in
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