--%>

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 : Molecular mass from Raoults law Provide

    Provide solution of this question. Determination of correct molecular mass from Raoult's law is applicable to: (a) An electrolyte in solution (b) A non-electrolyte in a dilute solution (c) A non-electrolyte in a concentrated solution (d) An electrolyte in a liquid so

  • 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 : Carnot cycle show how a mathematical

    show how a mathematical definition of entropy can be obtauined from a consideration of carnot cycle?

  • Q : Vapour pressure Vapour pressure of

    Vapour pressure of methanol in water Give me answer of this question. An aqueous solution of methanol in water has vapour pressure: (a) Equal to that of water (b) Equal to that of methanol (c) More than that of water (d) Less than that of water

  • Q : Ddd 4) The addition of S2- ion to

    4) The addition of S2- ion to Fe(OH)2(s). Explain why the addition of S2- ion to Cr(OH)3(s) does not result in the formation of Cr2S3(s).

  • Q : Explain Polyatomic Vibrational Spectra

    Polyatomic molecules vibrate in a number of ways, and some of these vibrations can be studied by infrared absorption spectroscopy and some by Raman spectroscopy. The characters of transformation matrices for all 3n translation rotation vibration motio

  • Q : Which solution will have highest

    Which solution will have highest boiling point:(a) 1% solution of glucose in water  (b) 1% solution of sodium chloride in water  (c) 1% solution of zinc sulphate in water  (d) 1% solution of urea in waterAnswer: (b) Na

  • 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 : Coordination compounds discuss the

    discuss the practical uses of coordination compounds, give reactions involves and explain whats happening in the process

  • Q : Chem Silicon has three naturally

    Silicon has three naturally occurring isotopes. 28Si, mass = 27.976927; 29Si, mass = 28.976495; 30Si, mass = 29.973770 and 3.10% abundance. What is the abundance of 28Si?