Which Sequence of Steps Below Describes the Best Synthesis of 5-Oxohexanoic

question 24

Multiple Choice

Which sequence of steps below describes the best synthesis of 5-oxohexanoic acid starting with 1-methylcyclopentan-1-ol?

• A) 1. Conc. KMnO₄ 2. Dry gaseous HBr
• 3) mg/ether
• 4) CO₂
• B) 1. H₂SO₄ and heat 2. Conc. KMnO₄
• C) 1. Conc. KMnO₄ 2. CH₃MgBr/ ether
• _3. H₃O⁺
• D) 1. H₂SO₄ and heat 2. O₃
• 3) (CH₃)₂S
• 4) PCC
• E) 1. H₂SO₄ and heat 2. Conc. KMnO₄
• 3) LiAlH₄
• 4) H₃O⁺

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