Class 12 Chemistry Aldehydes Ketones Acids Comparison of acidic strength of Alcohol , Phenols and Carbo

Comparison of acidic strength of alcohol , phenols and carboxylic acid

  • If we compare Alcohol and carboxylic acid, we see that :

          Class_12_Chemistry_Carboxylic_Acid_Comparison_Of_Alcohol_Phenols_Acids 

It’s seen that more the ion is stablized , more the reaction  will be favoured in found direction.Below you can see carboxylic acid is resonance stabilized. So, it is more stable and on the other hand the R group attached to O- in alcohol intensifies its charge. Hence, the stability is lowered in mparison to carboxylic acid.

Class_12_Chemistry_Carboxylic_Acid_Acidic_Strength_4

Phenols and carboxylic acid : Acidic character

Similarly, if we look for phenoxide ion and carboxylate ion that is formed by phenol and carboxylic acid after loosing hydrogen ion, we can easily make out that carboxylate ion is more stabilized. In it negative charge resides on electronegative ion (resonating structure ) whereas in case of phenoxide ion the negative charge is on carbon.let’s see. the structures below :

 Class_12_Chemistry_Carboxylic_Acid_Comparison_Of_Alcohol_Phenols_Acids_1

           

That is the reason ,carboxylic acid is stronger than phenols .

Reactions to prove acidic character of carboxylic acid

  •  Reaction with metal

     Class_12_Chemistry_Carboxylic_Acid_Acidic_Character_Of_Acids

Reaction involving OH group: In this we react carboxylic acid with compounds like With PCl5 , PCl3 , SOCl2.

 Class_12_Chemistry_Carboxylic_Acid_Reaction_With_OH_Group

  • Reaction with alcohol : Esterification

 Class_12_Chemistry_Carboxylic_Acid_Esterfication

  • Reaction with NH3

 Class_12_Chemistry_Carboxylic_Acid_Reaction_With_Ammonia

  • Formation of acid anhydride

 Class_12_Chemistry_Carboxylic_Acid_Formation_Of_Acid_Anhydride

 

3.Reaction involving COOH group

Class_12_Chemistry_Carboxylic_Acid_Decarboxyation_And_ElectrolyticDecarboxylation

  • Reaction of carboxylic salt of Calcium

            Class_12_Chemistry_Carboxylic_Acid_Reaction_With_Calcium 4.Reduction reaction

  • Partial Reduction

The acids on reduction in presence of reducing agents like are  Li AlH4 etc forms alcohols that is :

Class_12_Chemistry_Carboxylic_Acid_Partial_Reduction

  • Complete reduction : When complete reduction is carried out, it forms alkane in presence of red Phosphorous that is :

Class_12_Chemistry_Carboxylic_Acid_Complete_Reduction

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