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Solubility of Alcohols and Phenols as Solvents

Unlike phenol...

Question

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

presence of two -

N O_{2}

groups in the ring makes 2 , 4 - dinitrophenol a stronger acid than phenol.

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presence of two -

N O_{2}

groups in the ring makes 2 , 4 - dinitrophenol a weaker acid than phenol.

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presence of two

- N O_{2}

groups make the hydrogen bonding easier, making 2 , 4-dinitrophenol soluble.

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nitro group reacts with

N a_{2} C O_{3}

while -

O H

group does not.

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Solution

The correct option is A presence of two - $N O_{2}$ groups in the ring makes 2 , 4 - dinitrophenol a stronger acid than phenol.
Presence of two electron withdrawing $- N o_{2}$ groups in the ring makes 2,4-dinitrophenol a stronger acid than phenol. Hence it react with aqueous $N a_{2} C O_{3}$ solution to form sodium salt thus making it soluble in $N a_{2} C O_{3}$ .

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Similar questions

Q. Which is stronger acid in the following pair?

2, 4

-Dinitrophenol and

3, 5

-Dinitrophenol.

Assertion (A): - $N O_{2}$ group is benzene ring deactivating and m - directing group

Reason (R): - $N O_{2}$ group with draws electron density from benzene ring and makes ortho and para positions more electron deficient than meta position

Q. If a buffer solution of 2,4-dinitrophenol has a pH of 5, what is the ratio of dissociated to undissociated molecules of 2,4-dinitrophenol in the solution? (p

K_{a}

of 2,4-dinitrophenol = 4)

Q. Assertion :

2, 6 - D i m e t h y l - 4 - n i t r o p h e n o l (I)

is more acidic than

3, 5 - d i m e t h y l - 4 - n i t r o p h e n o l (I I) .

Reason: It is due to the steric inhibition of the resonance of

(- N O_{2})

group with two

(M e)

groups in

(I I) .

Q. The toxic compound

2, 4 - dinitrophenol

has

K_{a} = 10^{- 4} M

. In an experiment, a buffer solution of

2, 4 - dinitrophenol

was prepared with the

p H

adjusted to

5

. Calculate the ratio of the concentrations of the dissociated ion to the undissociated acid:

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