Question

Arrange the following in the decreasing order of their basic strength
Alkaline anion, alkenide anion, alkenide anion.

Answer 1

Answer on Question#72937 – Chemistry – Organic chemistry

Question:

Arrange the following in the decreasing order of their basic strength

Alkaline anion, alkenide anion, alkenide anion.

Answer:

Basic strength of the anions decreases in the row:

Alkynide anion contains lone pairs of electrons on the sp orbital, alkenide – on $sp^2$ and alkanide – on $sp^3$.

The negative charge of anions is the most stabilized on sp orbital, because the sp orbital is the smallest. Therefore, alkynide anion is the weakest base. The $sp^3$ orbital is the biggest orbital and alkanide anion is the least stabilized, therefore alkanide ion is the strongest base. The alkenide ion is between them.

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