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3-ethylpyridine

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Organic Chemistry

Definition

3-ethylpyridine is a heterocyclic organic compound consisting of a benzene ring fused with a nitrogen-containing pyridine ring. It is a derivative of pyridine with an ethyl group substituted at the 3-position of the pyridine ring. This compound is relevant in the context of the topic 24.1 Naming Amines, as it represents a specific type of amine with a nitrogen-containing heterocyclic structure.

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5 Must Know Facts For Your Next Test

  1. 3-ethylpyridine is a liquid at room temperature with a characteristic pyridine-like odor.
  2. The ethyl group is attached to the 3-position of the pyridine ring, which affects the chemical and physical properties of the compound.
  3. 3-ethylpyridine is used as a chemical intermediate in the synthesis of various pharmaceutical and agricultural products.
  4. The presence of the nitrogen atom in the pyridine ring gives 3-ethylpyridine basic properties, allowing it to participate in acid-base reactions.
  5. The aromatic nature of the pyridine ring in 3-ethylpyridine contributes to its stability and reactivity in organic reactions.

Review Questions

  • Explain the significance of the ethyl group in the structure of 3-ethylpyridine and how it affects the compound's properties.
    • The ethyl group (CH3CH2-) attached to the 3-position of the pyridine ring in 3-ethylpyridine influences the compound's physical and chemical properties. The addition of the ethyl group increases the overall size and bulkiness of the molecule, which can affect its boiling point, solubility, and reactivity compared to pyridine itself. The ethyl substituent also introduces additional carbon and hydrogen atoms, altering the compound's polarity and intermolecular interactions. These structural changes can impact the compound's behavior in organic reactions and its potential applications.
  • Describe the significance of the nitrogen atom in the pyridine ring of 3-ethylpyridine and how it contributes to the compound's reactivity and behavior.
    • The nitrogen atom in the pyridine ring of 3-ethylpyridine is a key structural feature that gives the compound its basic, or nucleophilic, properties. The lone pair of electrons on the nitrogen atom can participate in acid-base reactions, allowing 3-ethylpyridine to act as a Lewis base and form salts or coordinate with Lewis acids. Additionally, the presence of the nitrogen atom in the aromatic pyridine ring influences the compound's stability and reactivity in organic reactions, such as electrophilic aromatic substitution. The nitrogen's electron-withdrawing effect can also impact the reactivity and selectivity of the pyridine ring towards various functional group transformations.
  • Analyze how the structural features of 3-ethylpyridine, including the pyridine ring and the ethyl substituent, contribute to its potential applications and usefulness in the context of organic chemistry and related fields.
    • The unique structural features of 3-ethylpyridine, namely the pyridine ring and the ethyl substituent, give the compound a range of potential applications in organic chemistry and related fields. The pyridine ring, with its nitrogen-containing aromatic structure, provides 3-ethylpyridine with basic and nucleophilic properties that allow it to participate in various acid-base reactions and serve as a building block for the synthesis of more complex heterocyclic compounds. The addition of the ethyl group at the 3-position can further modulate the compound's physical and chemical properties, influencing its solubility, reactivity, and interactions with other molecules. These structural characteristics make 3-ethylpyridine a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other important organic compounds. Additionally, the compound's unique spectroscopic and electronic properties may find applications in materials science, catalysis, and other areas of chemistry.

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