your idea concerns the Nucleophilicity more than the basicity Negatively charged species are solvated in a protic solvent. This interaction is called an ion-dipole interaction. Because the solvent shields the nucleophile, at least one of the ion-dipole interactions must be broken before the nucleophile can participate in an reaction. Weak bases interact weakly with protic solvents, whereas strong bases interact more strongly. It is easier, therefore, to break the ion-dipole interactions between an iodide ion and the solvent than between a fluoride ion and the solvent. As a result, iodide ion is a better nucleophile than fluoride ion in a protic solvent. Fluoride ion would be a better nucleophile in a nonpolar solvent than in a polar solvent. However, ionic compounds are insoluble in most nonpolar solvents, but they can dissolve in aprotic polar solvents, such as (DMF) or (DMSO). An aprotic polar solvent is not a hydrogen bond donor (no hydrogen attached to an oxygen). The partial positive charge in an aprotic polar solvent is on the inside of the molecule, which makes it less accessible. The relatively “naked” anion can be a powerful nucleophile in an aprotic polar solvent. Fluoride ion, therefore, is a better nucleophile in DMSO than it is in water.
Thank you so much !! Really helphul
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Excellent sir
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Sat shri akal, 👍explanation
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thanks for the video. You explained very well
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Very good I hope I’ll pass my partiel thanks to that
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Very nice
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Sir , but I have heard that the basicity order of conjugate bases of hydrogen halides follow opposite trends in protic and aprotic solvent mediums ..
your idea concerns the Nucleophilicity more than the basicity
Negatively charged species are solvated in a protic solvent. This interaction is called an ion-dipole interaction. Because the solvent shields the nucleophile, at least one of the ion-dipole interactions must be broken before the nucleophile can participate in an reaction.
Weak bases interact weakly with protic solvents, whereas strong bases interact more strongly. It is easier, therefore, to break the ion-dipole interactions between an iodide ion and the solvent than between a fluoride ion and the solvent. As a result, iodide ion is a better nucleophile than fluoride ion in a protic solvent.
Fluoride ion would be a better nucleophile in a nonpolar solvent than in a polar solvent. However, ionic compounds are insoluble in most nonpolar solvents, but they can dissolve in aprotic polar solvents, such as (DMF) or (DMSO). An aprotic polar solvent is not a hydrogen bond donor (no hydrogen attached to an oxygen). The partial positive charge in an aprotic polar solvent is on the inside of the molecule, which makes it less accessible. The relatively “naked” anion can be a powerful nucleophile in an aprotic polar solvent. Fluoride ion, therefore, is a better nucleophile in DMSO than it is in water.
Good explanation.Sir where do u live?
thank you, I live in France.
Nice explanation sir ... Which one is more nucleophilic between ...triphenyl amine and triphenyl phosphine ...plz describe it