--%>

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 : What are the various types of drugs

    Drugs are broadly classified into following types depending on the purpose for which they are used. 1. Antipyretics

  • Q : Molality of glucose Help me to go

    Help me to go through this problem. Molecular weight of glucose is 180. A solution of glucose which contains 18 gms per litre is : (a) 2 molal (b) 1 molal (c) 0.1 molal (d)18 molal

  • Q : Molarity Give me answer of this

    Give me answer of this question. If 20ml of 0.4N, NaoH solution completely neutralises 40ml of a dibasic acid. The molarity of the acid solution is:(a) 0.1M (b) 0.2M (c)0.3M (d)0.4M

  • Q : Explain polyhalogen compounds with

    Carbon compounds containing more than one halogen atom are called polyhalogen compounds. Most of these compounds are valuable in industry and agriculture. Some important polyhalogen compounds are described as follows:

    Q : Osmotic Pressure The O.P. (Osmotic

    The O.P. (Osmotic Pressure) of equimolar solution of Urea, BaCl2 and AlCl3, will be in the order:(a) AlCl3 > BaCl2 > Urea  (b) BaCl2 > AlCl3 > Urea  (c) Urea > BaCl2<

  • Q : Which is polar HCl or HF Which one is

    Which one is polar HCl or HF?

  • Q : Symmetry Elements The symmetry of the

    The symmetry of the molecules can be described in terms of electrons of symmetry and the corresponding symmetry operations.Clearly some molecules, like H2O and CH4, are symmetric. Now w

  • Q : 6. 20 gm of hydrogen is present in 5

    6. 20 gm of hydrogen is present in 5 litre vessel. The molar concentration of hydrogen is

  • Q : Molecular weight of substance The

    The boiling point of a solution of 0.11 gm of a substance in 15 gm of ether was found to be 0.1oC higher than that of the pure ether. The molecular weight of the substance will be (Kb = 2.16)       (a) 148 &nbs

  • Q : Define Bond Energies - Bond Charges

    Energy changes in some chemical reactions can be used to deduce the energies of chemical bonds. Our understanding of the molecular basis of thermodynamic properties is extended when we ask why the enthalpy change for a reaction is what it is. We deduce,