Organic Chemistry - Part III


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Isomers
We have seen how organic molecules can exist in more than one structure. A chemical reaction depends on the structure of the molecules that interact. This is because the electronic configurations of the molecule depend on the way the bonds are formed in any structure. It is therefore important to note that structures of organic molecules play a very important role in the chemical reactivity of the molecule.

Organic compounds having similar chemical formula but different structures are called isomers. For example, a molecule of butane C4H10 can have two structures or configurations, as we have seen. They are n-butane, which is a straight chain structure, and iso-butane, which is a branched chain structure. Thus n-butane and iso-butane are isomers of each other. A molecule of pentane C5H12 can have three different structures; n-pentane, iso-pentane and neo pentane are all isomers of each other.  

Characteristics of isomers
  • Isomers have same chemical formulae or molecular formulae

  • Isomers differ in their structural formulae

  • Because of difference in the structures and hence their electronic configurations and bondings, isomers exhibit different physical and chemical properties.  

Points to remember
  • Isomers occur in organic compounds that have more than 3 carbon atoms

  • Organic compounds with 4 carbon atoms have 2 isomers, those with 5 carbon atoms have 3 isomers, those with 6 carbon atoms have 4  isomers, etc.

  • As the number of carbon atoms increase, the way the atoms can be arranged can become very complex. Straight chains with branches and branches with sub-branches can increase the complexity. For example, an organic compound having 10 carbon atoms will have 75 isomers!

To simplify complexity of organic compounds, they are classified into groups. Just as elements in a group in a periodic table exhibit similar properties, organic compounds showing similar structures and hence physical and chemical properties are put together in a group or a series. This is called as the homologous series. They are arranged in the increasing order of their molecular weights. In general, a homologous series is a group of organic compounds having similar structure and chemical properties. The members of the homologous series differ from each their by the CH2 group only.

Homologous series of alkane is methane, ethane, propane, n-butane, n-pentane. Homologous series of alkenes is ethene, propene, butene, etc. Homologous series of alkynes is ethyne, propyne, butyne, etc.  As we will study reactions of these hydrocarbons, you will see how the homologous series show similar properties, similar substitution reactions and how they can be prepared by similar methods.

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