Step 1: Identify the starting material. From the solution context, the starting compound is a primary alcohol attached to a cyclopentane ring (cyclopentylmethanol type). Step 2: PCC oxidation of primary alcohol. PCC (pyridinium chlorochromate) is a mild selective oxidant. It converts a primary alcohol to an aldehyde and stops there: \[ R\text{-}CH_2OH \xrightarrow{PCC} R\text{-}CHO \] Step 3: Product of PCC step. The primary alcohol gives the corresponding aldehyde (e.g., cyclopentanecarbaldehyde). Step 4: Tollens oxidation of the aldehyde. Tollen's reagent \( [Ag(NH_3)_2]^+ \) is a mild oxidant that selectively oxidises aldehydes to carboxylic acids. Silver is reduced to metallic silver: \[ R\text{-}CHO + 2[Ag(NH_3)_2]^+ + 2OH^- \rightarrow R\text{-}COOH + 2Ag \downarrow + 4NH_3 + H_2O \] Step 5: Identify the final product. The aldehyde formed by PCC is further oxidised by Tollen's reagent to give the carboxylic acid. Step 6: State the answer. The major product is the carboxylic acid (option 1). \[ \boxed{\text{Carboxylic acid (option 1)}} \]
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