Let's go through the questions one by one from your quiz:
1. Analyze the following reaction using Orbital and State
correlation diagram.
This is likely a pericyclic reaction involving cyclization or ring closure. For
this type of analysis:
Orbital correlation diagram: You would need to show how the π-
orbitals (from conjugated systems) evolve during the reaction,
focusing on whether they combine constructively or destructively
(conservation of orbital symmetry).
State correlation diagram: This involves correlating the
symmetry of the ground and excited states (e.g., whether they
follow the Woodward-Hoffmann rules). Use molecular orbital (MO)
theory to show how electron spins and states (such as
singlet/triplet) evolve during the reaction.
2. Compound B is thermally more stable than A. Give the
explanation.
Typically, the thermal stability of compounds depends on factors like
strain, conjugation, and resonance.
For A (bicyclic structure), there is likely more angle strain due to the
rigid nature of the structure.
For B, which is likely a more conjugated or aromatic system, the
stabilization could arise from aromaticity or reduced ring strain.
Hence, the compound B is thermally more stable due to reduced
strain and increased conjugation.
3. Predict the product(s) and W-H (Woodward-Hoffmann)
components of the following reaction in presence and absence of
light.
This reaction seems to involve a Diels-Alder (cycloaddition) reaction
between a diene and a dienophile (COOEt groups).
Woodward-Hoffmann analysis: In thermal conditions, the
reaction likely proceeds through a suprafacial/suprafacial (allowed)
pathway. In photochemical conditions, the reaction might proceed
through an antarafacial pathway, due to the inversion of the orbital
symmetry rules.
Products: In the presence of light, the W-H rules might predict
different stereochemistry for the products.
4. Predict the exo and endo product of cycloaddition reaction
between following nitrone and dihydrofuran.
This seems to be a [3+2] cycloaddition.
The exo product is usually favored kinetically, due to better orbital
overlap and faster reaction rates.
The endo product is usually favored thermodynamically, as it
might be more stable due to secondary orbital interactions.
Regioselectivity: You would need to analyze the electronic effects
and resonance structures to predict the major regioisomer. Based on
frontier molecular orbital theory, predict whether the reaction
proceeds with a particular regiochemical outcome.
