--%>

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 : Organic and inorganic chemistry Write

    Write down a short note on the differences between the organic and inorganic chemistry?

  • Q : Solution problem What is the correct

    What is the correct answer. To made a solution of concentration of 0.03 g/ml of AgNO3, what quantity of AgNO3 must be added in 60 ml of solution: (a) 1.8  (b) 0.8  (c) 0.18  (d) None of these

  • Q : Molecular crystals Among the below

    Among the below shown which crystal will be soft and have low melting point: (a) Covalent  (b) Ionic  (c) Metallic  (d) MolecularAnswer: (d) Molecular crystals are soft and have low melting point.

  • Q : Explain the process of adsorption in

    The process of adsorption can occurs in solutions also. This implies that the solid surfaces can also adsorb solutes from solutions. Some clarifying examples are listed below: (i) When an aqueous solution of ethano

  • Q : Define thermal energy The thermal part

    The thermal part of the internal energy and the enthalpy of an ideal gas can be given a molecular level explanation. All the earlier development of internal energy and enthalpy has been "thermodynamic". We have made no use o

  • Q : Ionization Potential Second ionization

    Second ionization potential of Li, Be and B is in the order (a)Li>Be>B (b)Li>B>Be (c)Be>Li>B (d)B>Be>Li

  • Q : Law of vapour pressure Select the right

    Select the right answer of the question. "The relative lowering of the vapour pressure is equal to the mole fraction of the solute." This law is called: (a) Henry's law (b) Raoult's law (c) Ostwald's law (d) Arrhenius's law

  • Q : Crystals of covalent compounds Crystals

    Crystals of the covalent compounds always contain:(i) Atoms as their structural units  (ii) Molecules as structural units  (iii) Ions held altogether by electrostatic forces (iv) High melting pointsAnswer: (i)

  • Q : Molar conductance what is the molar

    what is the molar conductance of chloropentaamminecobalt(III) chloride?

  • Q : Problem on distribution law The

    The distribution law is exerted for the distribution of basic acid among: (i) Water and ethyl alcohol (ii) Water and amyl alcohol (iii) Water and sulphuric acid (iv) Water and liquor ammonia What is the right answer.