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Chapter 7
Nucleophilic substitution
Good Nucleophile and Solvents
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Quang Nguyen
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A nucleophile is considered strong when it has a
negative
charge.
A strong base is usually a good nucleophile in the
right-to-left
direction on the periodic table, while the solvent determines the verticle pattern.
There is a general
decrease
in reactivity when bulky groups generate steric hindrance.
When the nucleophile is in a polar protic solvent, the vertical pattern is in the
up-to-down
direction,
opposite
of the basicity pattern.
While the nucleophile is in a polar aprotic solvent, the vertical pattern is
down-to-up
, following the same direction as the basicity pattern.