Question

Rank I-, Br-, F-, and Cl- in terms of increasing nucleophilicity for the following solvents. a....

Rank I-, Br-, F-, and Cl- in terms of increasing nucleophilicity for the following solvents. a. Methanol ____>_____>_____>_____ b. N,N-Dimethylformamide ____>_____>_____>_____

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Answer #1

a) methanol is polar protic solvent. it have a capacity of forming hydrogen bonding. so F has more electronegetivity so it form strong hydrogen bonding. I have least electronegetivity so forms weak hydrogen bonding. more the hydrogen bonding formation lesser will be the nucleophilicity.

order as folloes.

I-   > Br-   > Cl-   > F-

b) N,N-Dimethylformamide is polar aprotic solvent cannot form hydrogen bonding so basicity is directly proportional to nucleophilicity.

order as follows

F-   > Cl-   > Br-   > I-

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