Question

3. The nucleophilicty of ionic nucleophiles (like SH^- or alkoxides) can change dramatically from polar protic solvents to polar aprotic solvents. On the other hand, the nucleophilicty of neutral, molecular nucleophiles (like H₂S, or neutral alcohols ROH) remains relatively constant in both types of solvent. Explain these differences using examples of both types of nucleophiles interacting with common protic and aprotic solvents.

Answer 1

Page: less * Capacity Nuceophilicity of in Polar solvent (Prolic in polar prolic Solvent Nucleophilicity a z n i I 7 Br- Ici yt ? more capacity Reason The capacity for hydrogen bonding is the highest at the top more due to the formation of 4-bonding the Nucleophile hindred through solvation, Now Nucleophilicity decrease. A polar aprotic Solvent does not form Hi-bonding to Nucleophiles. meaning that the Nucleophile have greater freedom in solution in polor proticaolvent in polar aprolic Solvent greater freedom in solution due to lack of bonding of Nucleophile to solvent Nucleophilicity A ess freedon in solation due 4-6 Ending with Solvent to Nucleophilicity 4 4 -.-- SH o & -bonding (n-bonding Other hand Ron to Ro- does not strongly soluate as compart some things in us and has

Holl - -- -0- и Solvation of us in — по Но И, О - и --- и о и highly hundred ( -0-и ---0- И 20 ,0 - И, о би, less hindred ОИ hindyed
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