WebExamples of polar protic solvents: H 2 O, CH 3 OH, CH 3 CH 2 OH, CH 3 COOH, i-PrOH CH 3 CH 2 CH 2 NH 2 Polar aprotic solvents: The nucleophile (electron pair) attacks the empty antibonding orbital which is on the backside of the carbon-leaving group bond O S DMSO O Acetone Me C N Acetonitrile Bad Leaving Groups F, Fluorine forms very strong ... WebRelative nucleophilicity in a polar aprotic solvent. The reason for the reversal is that, with an aprotic solvent, the ion-dipole interactions between solvent and nucleophile are much weaker: the positive end of the solvent's dipole is hidden in the interior of the molecule, and thus it is shielded from the negative charge of the nucleophile.

Nucleophile - Chemistry LibreTexts

WebQuestion: Which of the following anions is the strongest nucleophile in a polar aprotic solvent? OF Br CI Or Consider the reaction shown below: NaCN CH3CH,OH Br CN The configuration at the chiral carbon in the product of this reaction is: More information is needed to answer quest O Completely R Completely s O Equally S and R Which of the … WebDec 20, 2014 · You should clarify whether the iodide anion is a good nucleophile in a polar protic or polar aprotic solvent. Also let's note that nucleophilicity is a kinetic property, while acidity/basicity are thermodynamic properties. Iodide ion's lack of basicity in water reflects its conjugate acid's ($\ce{HI}$) lack of stability; it's relatively easy to ... thomas fremont

Solved Which halogen anion is the strongest nucleophile …

WebJul 9, 2009 · In aprotic solvents, you don't have to worry about solvation of the nucleophile. Solvation impedes nucleophilicity. Therefore, the strongest base wins out (F- in this case). In protic solvents, a solvent shell is created around the nucleophiles, hindering their ability to … WebJul 20, 2024 · In acetone and other polar aprotic solvents, the trend in nucleophilicity is the … WebBecause HF is the weakest halogen acid, and therefore F- is the strongest halogen base, and nucleophilicity correlates to basicity. Your question about which is stronger in aprotic solvents, F- or OH-, is interesting because it is difficult to solubilize OH- is aprotic solvents, and that can be half the battle. uf simplicity\u0027s