--%>

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 based on normality Choose the

    Choose the right answer from following. NaClO solution reacts with H2SO3 as,. NaClO + H2SO3→NaCl+ H2SO4. A solution of NaClO utilized in the above reaction contained 15g of NaClO per litre. The

  • Q : Organic and inorganic substances living

    living beings are made up of organic and inorganic substances.according to their complexity of their molecules how can ach of these substances be classified?

  • Q : Molar mass of solute The boiling point

    The boiling point of benzene is 353.23 K. If 1.80 gm of a non-volatile solute was dissolved in 90 gm of benzene, the boiling point is increased to 354.11 K. Then the molar mass of the solute is: (a) 5.8g mol-1  (b)

  • Q : How to calculate solutions molar

    The contribution of an electrolyte, or an ion electrolyte, is reported as the molar of a conductance. The definition of the molar conductance is based on the following conductivity cell in which the electrodes are 1 m apart and of sufficient area that th

  • Q : Depression in the freezing point When

    When 0.01 mole of sugar is dissolved in 100g of a solvent, the depression in freezing point is 0.40o. When 0.03 mole of glucose is dissolved in 50g of the same solvent, depression in the freezing point will be:(a) 0.60o  (b) 0.80o

  • Q : Law of multiple proportions and Law of

    Describe the difference between law of multiple proportions and law of definite proportions?

  • Q : What are haloalkanes and haloarenes and

    Alkyl halides or haloalkanes are the compounds in which a halogen is bonded to an alkyl group. They have the general formula RX (where R is alkyl grou

  • Q : Difference in Mendeleevs table and

    Briefly describe the difference in the Mendeleev’s table and modern periodic table?

  • Q : Molar mass of compound The freezing

    The freezing point of a solution having 4.8 g of a compound in 60 g of benzene is 4.48. Determine the molar mass of the compound (Kf = 5.1 Km-1) , (freezing point of  benzene = 5.5oC)          &n

  • Q : Surface Tension Vapour Pressure The

    The vapor pressure of small liquid drops depends on the drop size. Although the surface properties of a liquid are different from those of the bulk liquid, the special surface properties can be ignored except in a few situations. One is the case in which a liquid is dispersed into fine dr