--%>

Describe properties of carboxylic acids.

1. Physical state: the first three aliphatic acids are colourless liquids with pungent smell. The next six are oily liquids with an odour of rancid butter while the higher members are colourless, odourless waxy solids. Benzoic acid is referred to as crystalline solid.


2. Solubility the first four aliphatic members are soluble in water due to intermolecular hydrogen bonding with water molecules.

With increasing size of alkyl groups, the non-polar part of the molecule predominates thereby reducing the solubility in water. The higher members are almost insoluble in water.

3. Boiling points: carboxylic acids have quite high boiling points due to presence of intermolecular hydrogen bonding which results in the formation of dimeric structures. 

Due to dimeric structure, the effective molecular mass of the acid becomes double the actual mass. Hence, carboxylic acids have higher boiling points than alcohols of comparable molecular masses. Moreover, O-H bond in carboxylic acids is more polar than O-H bond in alcohols. This is due to electron withdrawing effect of carbonyl group on O-H. Hence, H-bonds in carboxylic acids are comparatively stronger than those of that in alcohols.

4. Melting points: in first ten members of homologous series, the alternation effect is observed. The alternation effect implies that the melting point of an acid with even number of carbon atom is higher than the acid with odd number of carbon atoms above and below it. However, no such effect is observed in homologues with more than ten carbons. The alternation effect can be explained on the basis of the fact that the carboxylic acids with even number of carbon atoms, the terminal methyl group and carboxyl group of the opposite sides of zig-zag carbon chain. Hence, they fit better in the crystal lattice and it results in stronger intermolecular forces. On the other hand, acids with odd number of C atoms have carboxyl and terminal methyl number of C atoms has carboxyl and terminal methyl groups on the same side of zig-zag carbon chain. Therefore, such molecules being relatively unsymmetrical, fit poorly in the crystal lattice. This causes weaker intermolecular forces and accounts for the relatively lower melting points.
268_carboxylic acid.png 
Even number of C-atoms, fit better, in crystal lattice, have higher m.pts (Terminal groups are on opposite side)
2096_carboxylic acid1.png 
Odd numbers of C-atoms, fit properly, in crystal lattice, have lower m.pts. (Terminal groups are on same side).    

The melting and boiling points of aromatic acids are generally higher than those of aliphatic acids of similar molecular masses. This is presumably due to the fact that planar benzene ring in these acids can pack closely in the crystal lattice than zig-zag aliphatic acids.

   Related Questions in Chemistry

  • Q : The three facts on the evaporation

    Describe briefly the three facts on the evaporation?

  • Q : Solution density of water is 1g/mL.The

    density of water is 1g/mL.The concentration of water in mol/litre is

  • Q : Forms a molecule to an organic molecule

    Briefly state what forms a molecule to an organic molecule?

  • Q : Vapour pressure of methanol in water

    Give me answer of this question. An aqueous solution of methanol in water has vapour pressure: (a) Equal to that of water (b) Equal to that of methanol (c) More than that of water (d) Less than that of water

  • Q : Molality of a glucose solution What

    What will be the molality of a solution containing 18g of glucose (having mol. wt. = 180) dissolved in 500g of water: (i) 1m  (ii) 0.5m  (iii) 0.2m  (iv) 2m

  • Q : Dependcy of colligative properties

    Colligative properties of a solution depends upon: (a) Nature of both solvent and solute (b) The relative number of solute and solvent particles (c) Nature of solute only (d) Nature of solvent only

  • Q : Procedure for separating the components

    Briefly describe the procedure for separating the components of the gun-powder?

  • Q : What are heterogenous catalysis? Give

    When the catalyst exists in a different phase than that of reactants, it is said to be heterogeneous catalyst, and the catalysis is called heterogeneous catalysis. For example, SO2 can be oxidized to SO3

  • Q : Explain the process of coagulation of

    Presence of small concentrations of appropriate electrolyte is necessary to stabilize the colloidal solutions. However, if the electrolytes are present in higher concentration, then the ions of the electrolyte neutralize the charge on the colloidal particles may unite

  • Q : Molality of Sulfuric acid Choose the

    Choose the right answer from following. The molality of 90% H2SO4 solution is: [density=1.8 gm/ml]  (a)1.8 (b) 48.4 (c) 9.18 (d) 94.6