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Acidity of Alcohols, Phenol And Carboxylic Acid

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Presentation on theme: "Acidity of Alcohols, Phenol And Carboxylic Acid"— Presentation transcript:

1 Acidity of Alcohols, Phenol And Carboxylic Acid
Kvcrpfavadi classxii

2 FACTORS EFFECTING ACIDIC STRENGTH
Which factors effect acidic nature Releasing hydrogen ion capacity Bond strength with hydrogen * electronegativity Attachment of groups like CH3 ,C2H5 which createinductive effect Hydrogen bond

3 Concepts About Acids Arrhenius concept :
Acids :- H+ ion donor in aqueous medium Bases :- OH- ion donor in aqueous medium Bronsted & Lowery concept : Acids :- Proton (H+) donor Bases :- Proton (H+) acceptor Lewis concept :- Acids :- Electron pair acceptor Bases :- Electron pair donor

4 Reactions which shows acidic properties of alcohols, Phenol And Carboxylic Acid

5 For Alcohols

6 2R-OH + 2Na 2R-ONa + H2 3R-OH + Al (R-O)3Al + H2

7 For Phenol

8 C6H5-OH + Na C6H5-ONa + H2 C6H5-OH + NaOH C6H5-ONa + H2O

9 For Carboxylic Acids

10 RCOOH + Na RCOONa + H2 RCOOH + NaOH RCOONa + H2O RCOOH + NaHCO3 RCOONa + CO2 + H2O

11 Why alcohol, Phenol And Carboxylic Acid shows Acidic Nature?

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13 SUBSTITUENT EFFECT ON ACIDITY OF ALCOHOLS, PHENOL, AND CARBOXYLIC ACID

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15 Substituent On R of Alcohol
An electron-withdrawing substituent makes an alcohol more acidic by decreasing the negative charge density on O Alcohols with an electron-donating substituent are less acidic because these substituent concentrate the charge on O

16 Substituted Phenols Can be more or less acidic than phenol itself
An electron-withdrawing substituent makes a phenol more acidic by delocalizing the negative charge Phenols with an electron-donating substituent are less acidic because these substituent concentrate the charge

17 Q. Arrange the following compounds in decreasing order of their strength Propan-1-ol, 2,4,6-trinitrophenol,3-nitrophenol, 3,5-dinitrophenol, phenol, 4-methyl phenol Ans - 2,4,6-trinitrophenol › 3,5-dinitrophenol › 3-nitrophenol › phenol › 4-methyl phenol › Propan-1-ol

18 Substituent Effects on Acidity Of Carboxylic Acid
pKa = 4.46 pKa = 4.19 pKa = 3.47 pKa = 3.41 pKa = 2.16

19 Q. Which acid of each pair shown here would you expect to be stronger
Q. Which acid of each pair shown here would you expect to be stronger in acidic strength (a) CH3COOH or CH2FCOOH (b) CH2FCH2CH2COOH or CH3CH2CHFCOOH (c) CF3C6H4COOH or CH3C6H4COOH Ans - (a) CH2FCOOH (b) CH3CH2CHFCOOH (c) CF3C6H4COOH

20 Q. Arrange the following compounds in increasing order of their acidic
Q. Arrange the following compounds in increasing order of their acidic property Benzoic acid, 4-nitrobenzoic acid, 3,4-dinitrobenzoic acid, 4- methoxy benzoic acid Ans - 4- methoxy benzoic acid ‹ Benzoic acid ‹ 4-nitrobenzoic acid ‹ 3,4-dinitrobenzoic acid

21 Comparative Study of Acidic Strength of Alcohol, Phenol And Carboxylic Acid

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23 The greater acidity of carboxylic acids is attributed to
The greater acidity of carboxylic acids is attributed to greater stabilization of carboxylate ion by: a. Inductive effect of the C=O group b. Resonance stabilization of the carboxylate ion

24 Thank’s


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