Organic Chemistry MCAT Practice Exam 2025 - Free MCAT Practice Questions and Study Guide

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What is the effect of unhybridized p orbitals on resonance?

They cannot participate in resonance

They allow electrons to interact with adjacent atoms

Unhybridized p orbitals play a crucial role in resonance stabilization of molecular structures. They are involved in the delocalization of electrons, which is essential for resonance to occur. When a molecule has unhybridized p orbitals, these orbitals can overlap with p orbitals of adjacent atoms or groups. This overlap allows electrons to be shared across multiple atoms, ultimately leading to a more stable arrangement because the electron density is distributed over a larger area. This delocalization lowers the overall energy of the molecule, enhancing its stability.

For example, in the case of conjugated systems or aromatic compounds, the presence of unhybridized p orbitals allows for π-bonding interactions that contribute to the resonance significance of the compound. The ability of these p orbitals to interact facilitates resonance structures, where the actual structure of the molecule is a hybrid of all possible resonance forms. Thus, they allow for increased electron mobility, which is a foundational element in understanding the behavior of many organic compounds.

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They lower the acidity of compounds

They increase molecular weight

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