Acetylides from Alkynes, And Substitution Reactions of Acetylides
Alkylation of acetylides Terminal alkynes have unusually acidic C–H bonds (pKa 25). Treatment with a strong base such as sodium amide (NaNH2) gives an acetylide,
Read moreAlkylation of acetylides Terminal alkynes have unusually acidic C–H bonds (pKa 25). Treatment with a strong base such as sodium amide (NaNH2) gives an acetylide,
Read morePartial Reduction of Alkynes to cis Alkenes with the Lindlar Catalyst Alkynes are generally more reactive towards catalytic hydrogenation (e.g. Pd-C, H2) than alkenes While
Read morePartial Reduction of Alkynes to trans-Alkenes (olefins) With Sodium in Ammonia (Na/NH3) Alkynes can be hydrogenated to alkanes with Pd/C and excess H2, or partially
Read moreHydroboration-Oxidation of Alkynes As seen in the previous chapter, hydroboration of alkenes with borane (BH3) followed by oxidation (NaOH, H2O2) gives alcohols with anti-Markovnikov regioselectivity
Read moreHydration and Oxymercuration of Alkynes Via Keto-Enol Tautomerism Alkyne chemistry bears many resemblances to alkene chemistry, but in these first few posts on the subject,
Read moreAlkyne Hydrohalogenation – Addition of HX To Alkynes – HCl, HBr, and HI In the previous three posts on alkynes we’ve introduced some new reactions
Read moreHalogenation of Alkynes With Cl2, Br2, and I2 Like alkenes, alkynes can undergo halogenation with Cl2, Br2, or I2. When 1 equivalent of the halogen
Read moreAlkyne Reaction Mechanisms That Pass Through A “Concerted” Pathway – Cyclopropanation, Hydrogenation, Hydroboration Various reactions that proceed through a concerted mechanism such as hydrogenation, hydroboration,
Read moreFormation of Alkynes Via Double Elimination Of Halides Alkynes can be produced from vicinal or geminal dihalides through double elimination reactions. The usual choice of
Read moreAlkynes: The Gateway To Organic Synthesis Now that we’ve gone through all the major reactions of alkynes, we can take a step back and look
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