Q.Name the product obtained by the oxidation of 1,2,3,4-tetrahydronaphthalene with acidified potassium permanganate.
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Start your 14-day free trial to unlock the full solution →Step 1. Picture 1,2,3,4-tetrahydronaphthalene (tetralin). It is naphthalene with one of its two rings fully saturated -- an aromatic benzene ring fused to a saturated cyclohexane-type ring.
Step 2. Apply strong oxidation (the same principle as section 12.5.4's alkylbenzene oxidation, extended to a fused alicyclic ring). Acidified KMnO4 is a strong enough oxidant to oxidatively degrade the ENTIRE saturated (non-aromatic) ring down to carboxyl groups directly on the aromatic ring, exactly as it oxidises a simple alkyl side chain down to a single -COOH in section 12.5.4 -- but here the saturated ring is fused at TWO adjacent ring carbons, so oxidation leaves TWO -COOH groups behind, at those same two adjacent (ortho) positions …
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