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Ch.13 Alkenes, Alkynes, and Aromatic Compounds
McMurry - Fundamentals of GOB 8th Edition
McMurry8th EditionFundamentals of GOBISBN: 9780134015187Not the one you use?Change textbook
Chapter 13, Problem 31a

What does the term 'aromatic' refer to when discussing organic molecules?

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The term 'aromatic' in organic chemistry refers to a specific type of molecule that contains a conjugated ring system with alternating single and double bonds, which allows for delocalized π-electrons.
Aromatic molecules must satisfy Hückel's rule, which states that the molecule must have (4n + 2) π-electrons, where n is a non-negative integer (0, 1, 2, etc.).
The structure of an aromatic molecule is typically planar, meaning all the atoms in the ring lie in the same plane, which facilitates the delocalization of electrons.
Aromatic compounds are often stable due to the delocalization of electrons, which lowers the overall energy of the molecule compared to non-aromatic structures.
Examples of aromatic molecules include benzene (C₆H₆) and its derivatives, which exhibit unique chemical properties due to their aromaticity.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Aromatic Compounds

Aromatic compounds are a class of organic molecules characterized by the presence of one or more benzene rings. These compounds exhibit unique stability due to resonance, where electrons are delocalized across the ring structure, leading to lower reactivity compared to non-aromatic compounds.
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Hückel's Rule

Hückel's Rule is a criterion used to determine if a cyclic, planar molecule is aromatic. According to this rule, a molecule is aromatic if it has 4n + 2 π electrons in its conjugated system, where n is a non-negative integer. This rule helps predict the stability and reactivity of aromatic compounds.
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Substitution Reactions

Aromatic compounds typically undergo electrophilic substitution reactions rather than addition reactions. This is because the aromatic system's stability is preserved during substitution, allowing for the replacement of hydrogen atoms with other substituents while maintaining the aromatic character of the molecule.
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