--%>

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 : Problem on preparing of a solution Give

    Give me answer of this question. How many grams of CH3OH should be added to water to prepare 150 solution of@M CH3 OH: (a) 9.6 (b) 2.4 (c) 9.6x 103 (d) 2.4 x103

  • Q : Group IV Cations Chromium(III)

    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.

  • Q : Determining maximum Osmotic pressure

    Which of the following would have the maximum osmotic pressure (assume that all salts are 90% dissociated): (a) Decimolar aluminium sulphate (b) Decimolar barium chloride (c) Decimolar sodium sulphate (d) A solution obtained by mix

  • Q : Difference among hcl gas and hcl acid

    What is the basic difference among hcl gas and hcl acid? Briefly state the difference?

  • Q : Explain the catalyst definition and

    Catalyst is a substance which accelerates the rate of a chemical reaction without undergoing any change in its chemical composition or mass during the reaction. The phenomenon of increasing the rate of a reaction with the help of a catalyst is known as catalysis.

  • Q : How molecule-molecule collisions takes

    An extension of the kinetic molecular theory of gases recognizes that molecules have an appreciable size and deals with molecule-molecule collisions. We begin studies of elementary reactions by investigating the collisions b

  • Q : Coagulation what is the meaning of

    what is the meaning of fourth power of valency of an active ion?

  • Q : HCl is polar or non-polar Can you

    Can you please illustrate that HCl is polar or non-polar? Briefly illustrate it.

  • Q : Question based on lowest vapour pressure

    Give me answer of this question. Among the following substances the lowest vapour pressure is exerted by: (a) Water (b) Mercury (c) Kerosene (d) Rectified spirit

  • 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