Monday, October 30, 2023

Can you re-explain why nucleophilicity does not correlate with basicity under protic conditions? (Because the larger particle size decreases their basicity and nucleophilicity due to stabilization and increases nucleophilicity due to polarization. In protic solvents the basicity is suppressed, but nucleophilicity is not affected, so polarization overrides stabilization. Great question! I added it to our organic chemistry blog. - GS).