--%>

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 : Concentration factor affected by

    Can someone please help me in getting through this problem. Which of the given concentration factor is affected by the change in temperature: (1) Molarity (2) Molality (3) Mole fraction (4) Weight fraction

  • Q : Chemical formula of detergent Describe

    Describe the chemical formula of detergent?

  • Q : Reason for medications contain hcl What

    What is the reason behind this that some medications contain hcl?

  • Q : Number of moles of potassium chloride

    Choose the right answer from following. The number of moles of KCL in 1000ml of 3 molar solution is: (a)1 (b)2 (c)3 (d)1.5

  • Q : Normality how 0.5N HCL is prepared for

    how 0.5N HCL is prepared for 10 littre solution

  • Q : Problem on vapour pressure and mole

    Provide solution of this question. The vapour pressure of a solvent decreased by 10 mm of mercury, when a non-volatile solute was added to the solvent. The mole fraction of the solute in the solution is 0.2. What should be the mole fraction of the solvent, if decrea

  • Q : Determining concentration in ppm A 500

    A 500 gm tooth paste sample has 0.2g fluoride concentration. Determine the concentration of F in terms of ppm level: (a) 250 (b) 200 (c) 400 (d) 1000Answer: (c) F-ions in ppm = (0.2/500) x 106 = 400

  • Q : Number of mlecules in methane Can

    Can someone please help me in getting through this problem. The total number of molecules in 16 gm of methane will be: (i) 3.1 x 1023 (ii) 6.02 x 1023 (iii) 16/6.02 x 1023 (iv) 16/3.0 x 1023

  • Q : Define tripod and its use Illustrate a

    Illustrate a tripod? And how it’s used?

  • Q : Finding strength of HCL solution Can

    Can someone please help me in getting through this problem. 1.0 gm of pure calcium carbonate was found to require 50 ml of dilute  HCL for complete reaction. The strength of the HCL  solution is given by: (a) 4 N  (b) 2 N  (c) 0.4 N  (d) 0.2 N