GOC Flashcards
What is Resonance?
Delocalization of π+lone pair
What is Mesomeric effect?
Effect of functional group on a molecule.
What is +M effect?
occurs in presence of EDGs (having one electron pair on the atom joined to the benzene ring or π.
*-ve charges on o- and p- positions.
What is -M effect?
Occurs in the presence of EWGs (the atom joined to the ring is multiply bonded to a more EN atom).
*+ve charge on o- and p- positions
series of +M
-O- ≻ -NH2 ≻ -NHR ≻ -NR2≻ -OH ≻ - NHCOR ≻ -OCOR ≻ -Ph ≻ -F ≻ -Cl ≻ -Br ≻ -I ≻ -NO
Series of -M
-NO2 ≻ - CN ≻ - SO3H ≻ -CHO ≻ -COR ≻ -COOCOR ≻ -COOR ≻ -COOH ≻ -CONH2 ≻ -COO-
Resonance effect explains the
- Stabilities of carbocations, free radicals and carbanions.
- Acidic and basic strengths
- direction influence in reactions of substituted benzenes.
How stability depends on the resonance?
directly proportional to the resonating structures and |resonance energy|.
Explain quasi-aromaticity.
When +ve or -ve charge is part of aromaticity it becomes more stable.
Sequence rules for the stability of resonance structures.
- a greater number of covalent bonds/π bonds.
- complete octet of all atoms.
- the structure with least formal charges.
- the structure with the least separation of charges.
- Negative charge on more EN atom and vice versa.
- Species having equivalent resonance structures.
What is Inductive effect?
The polarization of sigma bonds along the chain due to the presence of a more EN atom / group. .