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Sunday, 21 April 2013

WHAT IS ORGANIC CHEMISTRY

Let us start with the question "What is Organic chemistry?".
The simple answer is: It is the chemistry of carbon containing compounds, which are otherwise known as organic compounds.
So it is pretty easy to recognize that we should start our journey of organic chemistry by exploring the chemical nature of carbon.

WHAT IS CARBON?

So the next question is: What is carbon?
    * Carbon is an element with atomic number (Z) = 6.
    * Its ground state electronic configuration can be represented as: 1s22s22p2 (or) 1s22s22px12py12pz0
    electronic configuration of carbon atom
    * It is the first element in Group-14 of Long form of Periodic table.
    * It is a non metal.
    * On Pauling's scale, its electronegativity value is around 2.5.
    * It usually forms covalent bonds.
    * Its valency is 4 since there are four electrons in the outer shell i.e., it can form four covalent bonds with other atoms.
simple representation of carbon atom

WHY THERE ARE MILLIONS OF ORGANIC COMPOUNDS? 

It is well known that there are millions of organic compounds around, which are either originated from the nature or prepared synthetically.
Examples of organic compounds include carbohydrates, proteins, enzymes, vitamins, lipids, nucleic acids , synthetic polymers, synthetic fabrics, synthetic rubbers, plastics, medicines, drugs, organic dyes and so on.
Now the immediate question is: Why the carbon atom is so special and forms millions of compounds?
To answer this question, we should know about catenation.
Catenation is the ability of atoms of same element to bond covalently among themselves and form long chains or rings.
Carbon has a stronger tendency to catenate since it is a smaller atom and can form stronger covalent bonds with other carbons. The C-C bonds are stronger due to effective overlapping of atomic orbitals.
catenation of carbon to from chains & rings of differenct length
It also forms stronger bonds with other elements like hydrogen, oxygen, nitrogen, halogens, sulfur, phosphorus etc.
The organic compounds can also exhibit isomerism due to different structural and spatial arrangement of atoms or groups leading to formation of huge array of compounds.
These arguments explain why the carbon can form millions of compounds and organic chemistry is flourishing like nothing.

HOW DOES CARBON FORM CHEMICAL BONDS?

LEWI'S DOT MODEL 

Carbon is an appreciably electronegative element and tends to form four covalent bonds by using all the four electrons in its valence shell i.e., the second shell for which the electronic configuration can be written as 2s22p2. Hence the combining power or the valency of carbon is 4. It can form 4 bonds with other atoms.
It is possible to understand the bonding in carbon compounds by using Lewi's dot model. According to this model, each atom participating in the bonding contributes one electron to form an electron pair which is shared between the two contributing atoms. Thus a covalent bond is formed. If atoms share two electron pairs, a double bond is formed. And a triple bond is formed when three electron pairs are shared.
The purpose of participating in bond formation is to get the nearest inert gas configuration and thus by getting stability. Most of the atoms try to get eight electrons or octet configuration in the valence shell. This is also called as octet rule.
The structures of some simple organic molecules are explained as shown below.
Methane, CH4: The carbon atom contributes four valence electrons to make four bonds with hydrogen atoms. Each hydrogen also contributes one electron for the bond formation.
Thus there are 4 C-H bonds in the methane molecule and carbon gets octet configuration in the valence shell.
Note that the valency of hydrogen atom is one. It can form only one bond since there is only one electron in this atom. It also gets Helium's configuration during bond formation.
Also note that in Lewi dot models, only the valence electrons are shown. The bond pairs can also be shown by lines.
Lewi dot model of methane molecule
Ethane, C2H6: In Ethane molecule each carbon forms 4 bonds again. Among them three are C-H bonds, while the fourth one is a C-C bond.
Lewi dot model of ethane molecule
Ethylene, C2H4: In this molecule, there is a double bond between two carbon atoms due to sharing of two pairs of electrons. Each carbon also forms two bonds with hydrogen atoms.
Lewis dot model of ethylene molecule
Acetylene, C2H2: There is a triple bond between two carbon atoms in acetylene molecule. It is formed due to sharing of three electron pairs. Each carbon also forms a single bond with hydrogen atom.
lewis dot model for acetylene molecule
 Methyl fluoride, CH3F: Since there are 7 electrons in the valence shell of Fluorine, it require one electron to complete octet. Hence it contributes one electron for bond formation with carbon as shown below.
Note that the only the bond pairs are shown as lines in the second representation.
There are three lone pairs and one bond pair around fluorine atom. The bond pair is shown as a line.
lewis dot model for methyl fluoride molecule
In the same way, carbon atom forms bonds with other halogen atoms.
Formaldehyde, CH2O: There are six electrons in the valence shell of oxygen. It forms two bonds by contributing two of its valence electrons and thus by completing the octet. In formaldehyde, the oxygen atom forms two bonds with a carbon atom.
lewis dot structure of formaldehyde 
Methyl alcohol, CH3OH: However, the oxygen atom can also form just one bond with the carbon as in case of methyl alcohol. It forms the second bond with hydrogen.
lewis dot structure of methyl alcohol
Hydrogen cyanide, HCN: The carbon atom can also form bonds with nitrogen. In hydrogen cyanide there is a triple bond between carbon and nitrogen. The nitrogen atom contributes three of its valence electrons for the formation of this triple bond.
lewis dot structure of hydrogen cyanide
Methyl amine, CH3NH2: In this molecule, the carbon and nitrogen atoms are sharing only one pair of electrons.
lewi dot model for methyl amine
However this model could not explain the exact geometry of organic molecules. For example, methane molecule is tetrahedral, whereas ethylene is a planar molecule. These structures with exact bond angles cannot be explained by this model. Therefore it is necessary to understand the structures of these molecules by using valence bond theory as explained in the next section.

VALENCE BOND THEORY 

According to valence bond theory, four unpaired electrons are required to form four covalent bonds. But there are only 2 unpaired electrons in the valence shell of carbon in the ground state.
However it is possible to get 4 unpaired electrons by transferrin

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