Question

Which is expected to be more stable, (I) $O_{2}NC{H}_{2}C{H}_2{O}^{-}$ or (II) $C{H}_{3}C{H}_2{O}^{-}$ and why?

• A. (I) due to resonance
• B. (II) due to resonance
• C. (I) due to inductive effect
• D. (II) due to inductive effect

Answer 1

The correct option is A (I) due to resonance

(I) $O_{2}NC{H}_{2}C{H}_2{O}^{-}$ is expected to be more stable than (II) $C{H}_{3}C{H}_2{O}^{-}$ .
(I) is resonance stabilized whereas (II) is not
(I) has more number of unpaired $\overrightarrow{e}s$ and covalent bonds.
Therefore, (I) is more stable than (II).
The resonance forms of (I) are shown below.