Sage-Tips

Which is more stable acetate ion or phenoxide ion?

As we know – ve charge is stable on more electronegative atom but in phenoxide ion -ve charge spends more time on less electronegative atom and in acetate ion -ve charge 💯\% present on more electronegative atom. That’s why acetate ion is more stable than phenoxide ion.

Why phenoxide ion is more nucleophilic than acetate ion?

The negatively charged oxygen atom increases the electron density around the carbonyl carbon Thus, the acetate ion is more nucleophilic than the phenoxide ion.

Which is more stable ethoxide or phenoxide anion?

1. The position of equilibrium is affected by the stability of the negative ion formed. In the phenoxide ion, the charge is delocalised over the whole ion by involving the ring electrons. The delocalisation makes the phenoxide ion rather more stable than an ethoxide ion.

What is a phenoxide ion?

A phenoxide ion is the conjugate base of phenol. Phenoxide is a conjugate base, this implies that it is formed from an acid that has given up its hydrogen. This acid is a phenol molecule. The hydrogen of the hydroxyl leaves, and an O− remains, forming the ‘oxide ion’ part of the phenoxide ion.

Why is phenoxide ion more stable than Alkoxide ion?

Stability of an ion depends upon the delocalization of its electrons which is known as ‘resonance’. Now, in this case ‘Phenoxide Ion’ has 5 resonating structures, while resonance is not possible in ‘Alkoxide Ion’. Therefore, Phenoxide Ion is more stable than Alkoxide Ion.

Why the carboxylate ion is more stabilized than phenoxide ion?

In resonating structures of carboxylate ions, the negative charge is present on two electronegative oxygen atoms. Hence carboxylate ions are more resonance stabilized than the phenoxide ions. Due to this the carboxylic acid is more acidic than phenol (higher the stability leads to greater acidic strength).

Why phenoxide ion is more basic than acetate ion?

This operates entirely via an inductive effect, though. There is no resonance involved, which partly explains why both ions are more basic than phenoxide and acetate.

Is phenoxide ion more basic than ethoxide ion?

Phenoxide ion is more basic than ethoxide ion.

Why is phenoxide ion more stable than alkoxide ion?

Is phenoxide ion stable?

Phenoxide ion is more stable than phenol due to the delocalisation of negative charge in phenoxide ion. Explanation: Due to delocalisation of negative charge, phenoxide ion is more stable than phenol.

Which is more stable phenol or phenoxide ion?

What is the difference between acetate ion and phenoxide ion?

Both acetate ion and phenoxide ions are resonance stabilised but in case of acetate ion the dispersal of negative charge takes place only on the oxygen whereas in phenoxide ion it occurs on the carbon of the benzene ring which is less stable.we get equivalent resonating structures in case of acetate ion.

Phenoxide ion is more stable than phenol, although both phenol and phenoxide have same number of resonating sturcture . In phenoxide ion the negative charge on oxygen atom takes part in resonance with the pi electron of benzene ring , through which phenoxide ion got stability .

Are the resonating structures of acetate ion identical?

It is seen that the resonating structures of acetate ion are identical. The concept of the stability between resonance structures of different compounds need to be known.

Why is acetic acid more acidic than phenol?

In acetate ion there are two equivalent resonating structures ,where – ve charge resides on more electronegative oxygen atom during resonance. Where as in case of phenoxide ion the – ve charge resides on less electronegative C atom during resonance.. So acetic acid is more acidic than phenol.