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Which of the following is the least stable resonance structure?

Consider the sets $I$,$II$,and $III$. Identify the set$(s)$ which is (are) correctly matched.
$I$. $\text{Staggered ethane} > \text{eclipsed ethane} \dots \dots \dots \text{torsional strain}$.
$II$. $2, 2-\text{Dimethylbutane} > 2-\text{methylpentane} \dots \dots \dots \text{boiling point}$.
$III$. $cis-\text{but}-2-\text{ene} > trans-\text{but}-2-\text{ene} \dots \dots \dots \text{dipole moment}$.

The compound$(s)$, capable of producing an achiral compound on heating at $100^{\circ} C$ is/are:

Match the following pairs in Column-$I$ with their respective isomer types in Column-$II$.
Column-$I$Column-$II$
$A$. Acetaldehyde,vinyl alcohol$1$. Enantiomers
$B$. Eclipsed and staggered ethane$2$. Tautomers
$C$. $(+)$$2$-butanol,$(-)$$2$-butanol$3$. Chain isomers
$D$. Methyl-$n$-propylamine and diethylamine$4$. Conformational isomers
$5$. Metamers

What are the configurations for $(i)$ and $(ii)$ respectively?

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