Pericyclic Practice Questions
Pericyclic Practice Questions
Pericyclic Practice Questions
PRACTICE QUESTIONS
PERICYCLIC REACTIONS
Q. With the help of FMO method, explain the stereochemistry of [3,3] sigmatropic rearrangement under
thermal and photochemical conditions.
Q. Discuss the retention and inversion of configuration in [1,3] sigmatropic rearrangement involving
migration of carbon moiety.
CH3
Q. Define the sigmatropic rearrangement of the order [1,5]. Show the stereo-selectivity of the product
obtained in the following reaction.
Me Me Me Me
(i) Me Me (ii) Me Me
H
(iii)
Q. Prove that cope rearrangement occurs preferentially through a chair like rather than boat like
transition state.
Q. Write the product of the following rearrangement and explain their formation:
N NaNH2
N
CH3 CH3 Liq NH3 CH3
PHOTOCHEMISTRY
Q. Differentiate between the thermal and photochemical reactions.
Q. What are the different types of electronic transitions? Give selection rules governing these electronic
transitions.
Q. Draw and explain well labeled jablonski diagram and explain the possible pathways for the dissipation
of energy.
hv hv
Sensitizer
(i) (ii)
Q. Discuss one example each of intramolecular reaction of olefinic bond, cis-trans isomerisation and
cyclisation reaction of conjugated olefins.
N N
hv
hv hv
Sensitizer
(i) (ii)
Me Me
Ph hv
(iii) Ph (iv) Me Me
hv hv
acetone acetone
(v) (v)