Why phenol is acidic ?

1 Answer

Answer :

 Ans: In phenol dissociation takes place as follows.

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The conjugate base of phenol ie. Phenoxide ion is resonance stabilized. This is why the negative charge on oxygen atom is delocalized through out the ring. So, the oxygen present in phenoxide ion has less tendency to form undissociated phenol molecule and equilibrium lies towards right direction.  

Related questions

Description : Phenol has smaller dipole moment than methanol. (OR) Why are dipole moments of phenols smaller than dipole moments of alcohols ?

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Description : Ortho and paranitrophenols are more acidic than phanel. Draw the resonance structures of the corresponding phonoxide ion.

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Description : Why is it that secondary alcohols can only undergo a single oxidation step in contrast to primary alcohols?

Last Answer : 1. Once the oxidation has reached the ketone stage, (primary alcohols on oxidation yield aldehyde where as secondary alcohols on oxidation yield a ketone), it is impossible to put more oxygen atoms on the relevant carbon atom without rupturing the backbone of the molecule.

Description : Alcohols acts as weak bases. Explain.

Last Answer : The oxygen atom of the hydroxyl group has two lone pairs of electrons. Therefore alcohols accept a proton from strong mineral acid to form oxonium ions. Hence act as weak bases.

Description : Phenols do not undergo substitution of the — OH group like alcohols. Explain.

Last Answer : The C — O bond in phenols has some double bond character due to resonance and hence cannot be easily cleaved by a nucleophile. In contrast, the C — O bond in alcohols is a pure single bond and hence can be easily cleaved by a nucleo phile.

Description : Ethers are cleaved by acids not by based. Why ? 

Last Answer : The C - O - C bond in ethers like the C - OH bond in alcohols is quite strong. In order to weaken it, the oxygen atom must be protonated. A subsequent nucleophile attack by a strong ... protonation of O atom of ether and therefore only acids can bring about the cleavage of ethers and not bases.

Description : How an — OH group attached to carbon in the benzene ring activates benzene towards electrophilic substitution ?

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Description : Alcohols are easily protonated than phenols. Justify.

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Description : Why are Grignard reagents soluble in ether but not in benzene ? 

Last Answer : Ans. Grignard reagents from co-ordination complexes with ether but not benzene since the former has lone pair of electrons but the later does not.

Description : Name the products obtained when anisole is treated with HI.

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Description : What is usually added to ethyl alcohol to make it unfit for drinking purposes ?

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Description : Which of the following compounds is most acidic? (a) Water (b) Cyclohexanol (c) Ethanol (d) Phenol

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Description : Which of the following compounds is most acidic? (a) Formic acid (b) Ethanol (c) Acetic acid (d) Phenol

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Description : Which of the following compounds is least acidic? (a) Formic acid (b) Ethanol (c) Acetic acid (d) Phenol

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Description : Which of the following compounds is least acidic? (a) HCl (b) Phenol (c) Acetylene (d) Picric acid

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Description : Which of the following has the most acidic proton? (a) Thiol (b) Alcohol (c) Phenol (d) Ether

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Description : Statement-1 : Para chloro phenol is more acidic than para flouro phenol. Statement-2 : negative inductive Effect if flourine is greater than in chlori

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Description : Phenol is less acidic than

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Description : Which of the following is used to denature ethanol? (1) Methyl alcohol (2) Propyl alcohol (3) Phenol (4) Methane

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Description : 'Red Ink' is prepared from - (1) Phenol (2) Aniline (3) Congo redd (4) Eosin

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Description : When phenol is treated with neutral FeCl3 solution, it develops (a) Violet color (b) Yellow color (c) Green color (d) Nothing happens

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