Organic Chemistry Alkenes and Alkynes

Organic Reactions

Topic overview

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Alkene reactions include hydrogenation, halogenation, hydrohalogenation, hydration, dihydroxylation, epoxidation, and cleavage. Their outcomes depend on the reagents and pathway: additions may be syn or anti, and hydration can follow Markovnikov or anti-Markovnikov orientation. Some pathways can rearrange, while oxymercuration–reduction avoids rearrangement. Alkynes can be made by double elimination from dihalides and undergo hydrogenation, halogenation, hydrohalogenation, hydration, and oxidative cleavage. Partial hydrogenation distinguishes cis-alkene formation with Lindlar catalyst from trans-alkene formation with sodium in liquid ammonia. Terminal alkynes also form alkynyl anions that can participate in SN2 alkylation. Together, these reactions connect mechanism and reagent selection to product structure.

Learning objectives

What you'll learn

  • Explain why the alkene π-bond participates in electrophilic addition.
  • Compare syn and anti addition outcomes for common alkene reactions.
  • Distinguish Markovnikov and anti-Markovnikov outcomes in hydration and hydrohalogenation.
  • Identify key alkyne reactions and their characteristic products.
  • Describe how alkynyl anions enable SN2 alkylation.
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