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⁺

5-Oxohexanoic Acid

A keto acid with the formula C6H10O3, featuring a ketone functional group (=O) and a carboxylic acid group (-COOH) in its structure.

1-Methylcyclopentan-1-Ol

A cyclic organic compound consisting of a cyclopentane ring with a methyl group and a hydroxyl group attached to the same carbon atom.

Synthesis

The process of combining different entities to form a new, complex product, often used in the context of chemical production.