I am confused in shifting bonds and lone pairs.. Can anyone can give me a step wise explaination to write resonance of organic compounds plZz?
Answers
Answer:
Not all resonance forms are of equal importance. So how do we evaluate how “important” each resonance structure is?
As we’ve seen in previous posts, four key factors that determine the importance of resonance structures in organic chemistry are:
Rule #1: Minimize charges
Rule #2: Full octets are favored
Rule #3: How stable are the negative charges?
Rule #4: How stable are the positive charges?
Today, let’s summarize everything we’ve learned about resonance structures in this unit.
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Charge-shift bond. The charge-shift bond has been proposed as a new class of chemical bond that sits alongside the three familiar families of covalent, ionic bonds, and metallic bonds where electrons are shared or transferred respectively.
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In chemistry, a lone pair refers to a pair of valence electrons that are not shared with another atom in a covalent bond and is sometimes called an unshared pair or non-bonding pair. Lone pairs are found in the outermost electron shell of atoms. They can be identified by using a Lewis structure.
OTHERWISE...
A pair of electrons occupying an orbital in an atom or molecule and not directly involved in bonding is called as lone pair of that atom. You can find lone pair of any atom by knowing its valency. For ex : Nitrogen has 5 electrons in its valence shell, therefore its valency is 3.
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Resonance is an intramolecular electronic process which involves change in position of Pi bond(s) or non bonding electron ( sometimes sigma bond also) but change of position of any atom occur in this process by changing the position of Pi electrons or non bonding electrons.
Condition for resonance →
1. All the participating atom must be coplanar.
2. All participating atom must have parallel p- atomic orbital (sometimes d atomic orbital).
Resonance occurs when,
- A Pi bond conjugated with another pi bond.
- A Pi bond conjugated with positive charge.
- A Pi bond conjugated with negative charge.
- A Pi bond conjugated with free radical or lone pair.
- A positive charge conjugated with negative charge or lone pair.
For instance, to draw the structure of CO3 2−, 3 lewis structures can be drawn. CO3 2- has one double bond and two single bonds. Resonance is when the double bond moves around. It means that the 2nd bond (pi bond) in the double bond is not fixed in one position but moves around in the other 2 bonds.
These are the 3 resonance structures of the carbonate ion.
As you can see, the double bonds move from one to another. When this occurs, the bond length tends to be around the same for all three bonds because the 2nd bond (pi bond) moves very quickly. The three bonds have lengths that are longer than double bonds but shorter than single bonds.