Consider the reaction sequence shown below: If the major product of this reaction is subsequently treated with PCC in CH ₂ Cl ₂ , what is the final major product?

Step-by-step solution

The starting material is 3-methylbut-1-ene. The first step is hydroboration-oxidation using BH₃ followed by aqueous NaOH and H₂O₂ . This reaction proceeds via anti-Markovnikov addition of water across the double bond, yielding a primary alcohol. (CH₃)₂CH-CH=CH₂ (i) BH₃, (ii) H₂O₂/OH^- (CH₃)₂CH-CH₂-CH₂-OH The intermediate product is 3-methylbutan-1-ol. The second step is the oxidation of this primary alcohol using Pyridinium chlorochromate ( PCC ) in CH₂Cl₂ . PCC is a mild oxidizing agent that selectively oxidizes p