🥼organic chemistry review

π Bond

Written by the Fiveable Content Team • Last updated September 2025
Written by the Fiveable Content Team • Last updated September 2025

Definition

A π bond is a type of covalent bond that forms between atoms when they share a pair of electrons in a side-to-side arrangement, rather than the head-to-head arrangement of a σ bond. π bonds are crucial in understanding the structure and reactivity of organic compounds.

5 Must Know Facts For Your Next Test

  1. π bonds are formed when atomic orbitals overlap sideways, allowing the sharing of a pair of electrons between atoms.
  2. The presence of π bonds in organic compounds, such as alkenes and aromatic rings, contributes to their stability and reactivity.
  3. π bonds are weaker than σ bonds, making them more susceptible to breaking during chemical reactions.
  4. The delocalization of π electrons in conjugated systems, like in alkenes and aromatic compounds, enhances their stability.
  5. The reduction of alkenes to alkanes through hydrogenation involves the breaking of π bonds and the formation of new σ bonds.

Review Questions

  • Explain how the presence of π bonds in functional groups, such as alkenes, affects their reactivity.
    • The presence of π bonds in functional groups like alkenes makes them more reactive compared to alkanes. The π bond is weaker than the σ bond, and it can be easily broken during chemical reactions. This allows alkenes to participate in a variety of addition reactions, such as hydrohalogenation, hydrogenation, and halogenation, where the π bond is cleaved, and new σ bonds are formed. The reactivity of alkenes is crucial in organic synthesis and the stability of organic compounds.
  • Describe the role of π bonds in the stability of alkenes.
    • The stability of alkenes is directly related to the presence of π bonds. The delocalization of π electrons in alkenes contributes to their enhanced stability compared to alkanes. This delocalization occurs through the overlap of p orbitals, which allows the π electrons to be shared between the carbon atoms. As a result, the π electrons are not as tightly held as in σ bonds, making alkenes more stable and less reactive than expected. The stability of alkenes is an important factor in understanding their chemical behavior and reactivity.
  • Analyze the importance of π bonds in the reduction of alkenes to alkanes during the hydrogenation reaction.
    • The reduction of alkenes to alkanes through the hydrogenation reaction involves the breaking of π bonds and the formation of new σ bonds. During this process, the π bonds are cleaved, and two hydrogen atoms are added, forming a saturated alkane. The breaking of the π bonds is a crucial step in this reaction, as it allows the alkene to become more stable by converting the carbon-carbon double bond into a single bond. This transformation is essential in organic synthesis and the production of various hydrocarbon compounds, where the selective reduction of alkenes is often required to obtain the desired products.