Question

What are X and Y in the following reaction sequence?

• A.

  

• B.

  

• C.

  

• D. x

Hint:

Oxidation of alkanes with \ce{KMnO4} often yields diols; check carbon skeleton and functional group changes.

Answer 1

The Correct Option is C

Isopentane (\ce{C5H12}) undergoes oxidation with \ce{KMnO4} to form a diol, X, which is \ce{HO-CH2-CH(CH3)-CH2OH} (a 1,3-diol). This diol reacts to form an intermediate \ce{C5H12O}, and Y is formed with Conc. HCl, leading to \ce{C5H11Cl} through chlorination.