5.6 Physical properties 1.Sharp odors (up to C 9 ) Sour taste (citric acid)

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1 5.6 Physical properties 1.Sharp odors (up to C 9 ) Sour taste (citric acid)

2 5.6 Physical properties (cont.) acetic acid 3.High b.p These are the most polar compounds encountered so far. All dioic acids are solids.

3 →Fig. 5.7 The boiling points of mono- carboxylic acids are compared to those of other types of compounds. 5.6 Physical Properties of Carboxylic Acids

4 →Fig. 5.9 A given carboxylic acid molecule can form two hydrogen bonds to another carboxylic acid molecule, producing a “dimer.” Carboxylic Acids, Esters, and Other Acid Derivatives cont’d

5 ←Fig. 5.8 Unbranched mono and dicarboxylic acids at room temperature and pressure. Carboxylic Acids, Esters, and Other Acid Derivatives cont’d

6 5.6 Physical properties (cont.) acetic acidacetic acid H 2 OH 2 O 4.Water soluble (completely up to C 4 )

7 ←Fig. 5.10 The solubility in water of saturated unbranched-chain carboxylic acids. Carboxylic Acids, Esters, and Other Acid Derivatives cont’d

8 5.7 Preparation Primary alcohol oxidation Oxidation of aldehydes

9 5.8 Acidity of Carboxylic Acids

10 Ionization Ionization movie Acid, base, conjugate acid, conjugate base Ka and pKa pH and pKa Carboxylic acids are weak acids (Table 5.3)

11 Models of carboxylic acids acetic acid acetate ion propanoic acid Propionate oxalic acid pyruvic acid Salicylic acid

12 Table 5.3 5.8 Acidity of Carboxylic Acids

13 If pH=pK a then [HA]=[A - ] If pH [A - ] If pH>pK a then [HA]<[A - ]

14 5.9 Carboxylic acid salts Reactions with bases “ate” ions (weak bases) Solubility properties of acids and “ate” ions Reactions of “ate” ions with acids demo

15 Fig. 5.11 Propionates, salts of propanoic acid, extend the shelf life of bread. 5.9 Carboxylic acid salts