--%>

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 : Liquid surfaces The surface between a

    The surface between a liquid and a vapour distinguishes these fluids. The surface tension of liquids can be looked upon as that the property which draws a liquid together and forms a liquid vapour interface, therefore, distinguishing liquids from gases.<

  • Q : What is laser and explain its working?

    Laser action relies on a non-Boltzmann population inversion formed by the absorption of radiation and vibrational deactivation that forms a long lived excited electronic state. An excited state molecule can move to a lower energy state or return to the

  • Q : Mole fraction of water Give me answer

    Give me answer of this question. A solution contains 25%H2O 25%C2H5OH , and 50% CH3 COOH by mass. The mole fraction of H2O would be: (a) 0.25 (b) 2.5 (c) 0.503 (d) 5.03.

  • Q : Normality how 0.5N HCL is prepared for

    how 0.5N HCL is prepared for 10 littre solution

  • Q : Concentration of an aqueous solution

    Give me answer of this question. The concentration of an aqueous solution of 0.01M CH3OH solution is very nearly equal to which of the following : (a) 0.01%CH3OH (b) 0.1%CH3OH (c) xCH3OH= 0.01 (d) 0.99MH2O (

  • Q : Help 1) Chromium(III) hydroxide is

    1) Chromium(III) hydroxide is highly insoluble in distilled water but dissolves readily in either acidic or basic solution. Briefly explain why the compound can dissolve in acidic or in basic but not in neutral solution. Write appropriate equations to support your answer. 2) Explain how dissolving t

  • Q : Importance of organic chemistry

    Describe the importance of organic chemistry?

  • Q : Quantum Mechanical Operators The

    The quantum mechanical methods, illustrated previously by the Schrödinger equation, are extended by the use of operators. Or, w

  • Q : Explanation of oxygen family. Group 16

    Group 16 of periodic

  • Q : Problem based on molarity Choose the

    Choose the right answer from following. The molarity of a solution of Na2CO3 having 10.6g/500ml of solution is : (a) 0.2M (b)2M (c)20M (d) 0.02M