Question

Which is expected to be more stable: $O_{2}NCH_{2}CH_{2}O^{-}$ or $CH_{3}CH_{2}O_{-}$ and why?

Answer 1

${ O }_{ 2 }NC{ H }_{ 2 }{C H }_{ 2 }{ O }^{ - }$ is written as

${ O }_{ 2 }N\longleftarrow C{ H }_{ 2 }\longleftarrow C{ H }_{ 2 }\longleftarrow { O }^{ - }$

$C{ H }_{ 3 }C{ H }_{ 2 }{ O }^{ - }$ is written as

$C{ H }_{ 3 }\longrightarrow C{ H }_{ 2 }\longrightarrow { O }^{ - }$

Since the $N{ O }_{ 2 }$ group has the -I effect, and so it tends to disperse the negative charge on the oxygen atom. Conversely, $C{ H }_{ 3 }C{ H }_{ 2 }$ has +I effect and therefore tends to intensify the positive charge. So it destabilizes it.

Hence ${ O }_{ 2 }N\longleftarrow C{ H }_{ 2 }\longleftarrow C{ H }_{ 2 }\longleftarrow { O }^{ - }$ is more stable than the $C{ H }_{ 3 }\longrightarrow C{ H }_{ 2 }\longrightarrow { O }^{ - }$

Answer 2

Hey mate.....☺✴✌☺

$O_{2}NCH_{2}CH_{2}O^{-}$
is more stable.☺