Question

Unlike phenol, 2,4-dinitrophenol is soluble in sodium carbonate solution in water because

• A. Presence of two $- NO_{2}$ groups in the ring makes 2, 4-dinitrophenol a stronger acid than phenol
• B. Presence of two $- NO_{2}$ groups in the ring makes 2, 4-dinitrophenol a weaker acid than phenol
• C. Presence of two $- NO_{2}$ groups make the hydrogen bonding easier making $2,4 -$dinitrophenol soluble
• D. Nitro group reaction with $Na_{2}CO_{3}$ while $- OH$ group does not

Answer 1

Answer: (A)

Presence of two $- NO_{2}$ groups in the ring makes 2, 4-dinitrophenol a stronger acid than phenol

Answer 2

Presence of two electron withdrawing $- NO_{2}$ groups in the ring makes 2,4-dinitrophenol a stronger acid than phenol. Hence it reacts with aqueous $Na_{2}CO_{3}$ solution to form sodium salt thus making it soluble in $Na_{2}CO_{3}$