arrange the following in nucleophile strength :
c6h5o- , ch3coo- , ch3o- , oh-
The order would be as follows :
CH3O- > OH- > CH3COO- > C6H5O-
In case of phenoxide and carboxylate, the negative chrge is delocalised by resonance hence it not available for the nucleophilic attack easily.
Hydroxide ion (-OH) is weaker nucleophile than alkoxide ion (-OR) because electron density at oxygen in case of -OH ion is less as in case of -OR. Alkyl groups shows electron donnating inductive effect (+I Effect) due to which electron density increases on oxygen which makes -OR stronger nucleophile than -OH ion.
CH3O- > OH- > CH3COO- > C6H5O-
In case of phenoxide and carboxylate, the negative chrge is delocalised by resonance hence it not available for the nucleophilic attack easily.
Hydroxide ion (-OH) is weaker nucleophile than alkoxide ion (-OR) because electron density at oxygen in case of -OH ion is less as in case of -OR. Alkyl groups shows electron donnating inductive effect (+I Effect) due to which electron density increases on oxygen which makes -OR stronger nucleophile than -OH ion.