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Ch. 24 - Benzene 2: Reactions Influenced by the Aromatic Ring
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471Non è quello che usi tu?Cambia libro di testo
Capitolo 23, Problema 34b

Predict the product(s) of the following reactions.
(b) Chemical reaction diagram showing a benzene derivative reacting with chromic acid and water under heat.

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Identify the starting material: The structure shown is naphthalene, a polycyclic aromatic hydrocarbon.
Recognize the reagent: H₂CrO₄ (chromic acid) in the presence of water and heat is a strong oxidizing agent.
Understand the reaction conditions: Chromic acid is known to oxidize alkyl side chains on aromatic rings to carboxylic acids.
Predict the reaction outcome: If there were any alkyl side chains on the naphthalene, they would be oxidized to carboxylic acids. However, naphthalene itself, without any side chains, is resistant to oxidation under these conditions.
Conclude the reaction: Since naphthalene lacks oxidizable side chains, the reaction with H₂CrO₄, H₂O, and heat will not alter the naphthalene structure, and no reaction occurs.

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