Pick the reactions which can be used to distinguish between n-propyl alcohol and isopropyl alcohol.

(A) Haloform reaction
(B) Dehydration
(C) Dehydrogenation with Cu/573 K
(D) Oxidation with $CrO_3$

Choose the correct answer from the options given below:

(A), (C) and (D) only

The correct answer is Option (2) → (A), (C) and (D) only

To distinguish n-propyl alcohol (1° alcohol) from isopropyl alcohol (2° alcohol), let's examine each reaction:

(A) Haloform reaction

• Isopropyl alcohol (CH₃–CHOH–CH₃) is oxidized to acetone, which gives the haloform reaction.
• n-Propyl alcohol is oxidized to propionaldehyde, which does not give haloform reaction.
   Distinguishes

(B) Dehydration

• n-Propyl alcohol → propene
• isopropyl alcohol → propene
   Does NOT distinguish (same product)

(C) Dehydrogenation with Cu/573 K

• n-Propyl alcohol → propionaldehyde (aldehyde)
• isopropyl alcohol → acetone (ketone)
  Products are different.
   Distinguishes

(D) Oxidation with CrO₃

• n-Propyl alcohol → propionic acid
• isopropyl alcohol → acetone (ketone)
  Different products.
   Distinguishes

Correct Answer:  (A), (C), and (D) only