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Kaplan refers to one method for determining the nucleophilicity of a molecule, and Barron's Organic Review says another:
Kaplan
1) if attacking atom is the same, then nucleophilicity depends on basicity.
2) if attacking atom differs, and reaction occurs in protic solvent, then nucleophilicity depends on molecule size.
3) if attacking atom differs, and reaction occurs in aprotic solvent, then nucleophilicity depends on basicity.
Barron's Organic Chemistry Review Series
1) when molecules have the same central atom, a charge increases nucleophilicity.
2) larger molecules have greater nucleophilicity.
3) strong bases are more nucleophilic than weak bases.
4) steric effects decrease nucleophilicity.
I'm confused on what I should know for determining the nucleophilicity of a molecule. Is Kaplan or Barron's explanation better?
Kaplan
1) if attacking atom is the same, then nucleophilicity depends on basicity.
2) if attacking atom differs, and reaction occurs in protic solvent, then nucleophilicity depends on molecule size.
3) if attacking atom differs, and reaction occurs in aprotic solvent, then nucleophilicity depends on basicity.
Barron's Organic Chemistry Review Series
1) when molecules have the same central atom, a charge increases nucleophilicity.
2) larger molecules have greater nucleophilicity.
3) strong bases are more nucleophilic than weak bases.
4) steric effects decrease nucleophilicity.
I'm confused on what I should know for determining the nucleophilicity of a molecule. Is Kaplan or Barron's explanation better?