What are the relative pKas of strong electrophiles vs. strong nucleophiles? Please explain the difference between...

What are the relative pKas of strong electrophiles vs. strong nucleophiles? Please explain the difference between electrophiles and nucleophiles.

Expert Solution

A nucleophile provides a pair of electrons to form a new covalent bond. It can be also seen as a Broensted base. Stronger the base (higher pKa for the acid/base couple), stronger the nucleophile, e.g. this series of nucleophilicity ^–NH₂ > HO^- > F^-, but it not true for this series Cl^- > F^- or HS^- > HO^-.

In an acid/base couple, the base is always a stronger nucleophile.

For strong bases/nucleophiles, pKa>14.

An electrophile accepts a pair of electrons to form a new covalent bond. It can’t be identified as Broensted acid or base.

queen_honey_blossom answered 4 weeks ago

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What are the relative pKas of strong electrophiles vs. strong nucleophiles? Please explain the difference between...

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