Question

Compound ‘A’ of molecular formula \( C_6H_10O \) on treatment with Lucas reagent at room temperature gives compound ‘B’. When compound ‘B’ is heated with alcoholic KOH, it gives isobutene. Compound ‘A’ and ‘B’ are respectively:

• A. 2-methyl-2-propanol and 2-methyl-2-chloropropane
• B. 2-methyl-1-propanol and 1-chloro-2-methylpropane
• C. 2-methyl-1-propanol and 2-methyl-2-chloropropane
• D. butan-2-ol and 2-chlorobutane

Hint:

Lucas reagent helps in distinguishing primary, secondary, and tertiary alcohols by producing alkyl chlorides.

Answer 1

The Correct Option is C

Step 1: Lucas reagent reacts with alcohols to form alkyl chlorides. The reaction of Lucas reagent with 2-methyl-1-propanol produces 2-methyl-2-chloropropane.
Step 2: Heating 2-methyl-2-chloropropane with alcoholic KOH leads to the formation of isobutene.

Final Answer: \[ \boxed{2\text{-methyl-1-propanol and 2-methyl-2-chloropropane}} \]