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Alkyne synthesis and reactions (1)

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Published on Aug 19, 2009

Organic chemistry: Electronegativity of alkyne carbons; acidity of alkynes; use of alkynyl anions as nucleophiles for SN2 reactions and for attack on oxacyclopropanes (epoxides). Alkyne synthesis from dihaloalkanes by double elimination; alkyne synthesis from alkenes by halogenation-double dehydrohalogenation. Hydrogenation of alkynes; hydrogenation of alkynes with Lindlar catalyst to form cis alkenes; sequential one-electron reduction of alkynes with sodium metal to form trans alkenes. Electrophilic addition of HX to alkynes; electrophilic addition of X2 to alkynes (halogenation). Enols; tautomerization; mercuric ion-catalyzed hydration of alkynes to form ketones

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(1) Electronegativity of alkyne carbons. Acidity of alkynes
(2) Use of alkynyl anions as nucleophiles for SN2 reactions and for attack on oxacyclopropanes (epoxides)
(3) Continued. Alkyne synthesis from dihaloalkanes by double elimination
(4) Continued. Alkyne synthesis from alkenes by halogenation-double dehydrohalogenation
(5) Continued. Hydrogenation of alkynes. Hydrogenation of alkynes with Lindlar catalyst to form cis alkenes.
(6) Continued. Sequential one-electron reduction of alkynes with sodium metal to form trans alkenes
(7) Continued. Electrophilic addition of HX to alkynes
(8) Continued. Electrophilic addition of X2 to alkynes (halogenation). Enols; tautomerization
(9) Continued. Mercuric ion-catalyzed hydration of alkynes to form ketones
(10) Continued


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