Kamis, 31 Mei 2012

Amides are organic chemical compounds that include the -amide functional group:
Amide Group
That is, amides are a class or category of organic chemical compounds that (usually*) include a part consisting of a carbon atom connected to both:
  • a nitrogen atom connected to two hydrogen atoms by single covalent bonds between the nitogen and each of the hydrogen atoms (that is an -amine group).
    AND
  • an oxygen atom (connected to the carbon atom by a double covalent bond).
Amide molecules can vary in size up to very long molecules most of which consist of carbon atoms attached to each other and also to hydrogen atoms.

The hydrolysis of amides What is hydrolysis?
Technically, hydrolysis is a reaction with water. That is exactly what happens when amides are hydrolysed in the presence of dilute acids such as dilute hydrochloric acid. The acid acts as a catalyst for the reaction between the amide and water.
The alkaline hydrolysis of amides actually involves reaction with hydroxide ions, but the result is similar enough that it is still classed as hydrolysis.
Hydrolysis under acidic conditions
Taking ethanamide as a typical amide:
If ethanamide is heated with a dilute acid (such as dilute hydrochloric acid), ethanoic acid is formed together with ammonium ions. So, if you were using hydrochloric acid, the final solution would contain ammonium chloride and ethanoic acid.



Note:  You might argue that because the hydrochloric acid is changed during the reaction, it isn't acting as a catalyst. In fact, it is doing two things. It is acting as a catalyst in a reaction between the amide and water which would produce ammonium ethanoate (containing ammonium ions and ethanoate ions). It is secondly reacting with those ethanoate ions to make ethanoic acid.


Hydrolysis under alkaline conditions
Again, taking ethanamide as a typical amide:
If ethanamide is heated with sodium hydroxide solution, ammonia gas is given off and you are left with a solution containing sodium ethanoate.

Using alkaline hydrolysis to test for an amide
If you add sodium hydroxide solution to an unknown organic compound, and it gives off ammonia on heating (but not immediately in the cold), then it is an amide.
You can recognise the ammonia by smell and because it turns red litmus paper blue.
The possible confusion using this test is with ammonium salts. Ammonium salts also produce ammonia with sodium hydroxide solution, but in this case there is always enough ammonia produced in the cold for the smell to be immediately obvious.


Note:  This test is OK for UK A level purposes, but there are other things which also give off ammonia on heating with sodium hydroxide solution - for example, nitriles (but you won't come across them in a practical situation at this level) and imides (but they are beyond the scope of courses at this level).



1 komentar:

  1. In some cases a more complex one hydrogen atom attached to the nitrogen can be replaced. For example, the methyl group, as in methylbutanamide. what about with many introductory texts incl? thanks haviz

    BalasHapus