Table of Contents
How many resonance structures does phenoxide ion have?
five resonating structures
Both phenol and phenoxide ion has five resonating structures among which both have two structures (I and II) in Kekule form.
What is the resonating structure of phenoxide?
The number of resonating structures in Phenoxide ion is 5. It has non-equivalent resonance structures in which the negative charge is less effectively de-localised over less electronegative carbon atom and one oxygen atom.
What is phenoxide anion?
Phenolates (also called phenoxides) are anions, salts, and esters of phenols. They may be formed by reaction of phenols with strong base.
Is phenoxide ion stabilized by resonance?
In phenoxide ion oxygen has high electron density as it is highly electronegative in nature and it is stabilised by resonance.
What is resonance structure of phenol?
The resonating structures for phenol are: (i) The OH group is strongly activating group and increases the electron density on benzene and making the ring of phenol very electron rich. As a result, it can readily donate electrons to an oxidising agents. (ii) Nitration of phenol is an electrophilic substitution reaction.
What is the structure of phenoxide?
Phenoxide has the molecular formula C6H5O and its molecular weight is 93.1 g/mol. Phenoxide ions contain non-equivalent resonance structures in which negative charge is there which is less effectively delocalised over less electronegative carbon atom and 1 oxygen atom.
Why phenoxide anion is more stable than phenol?
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 correct for stability of phenoxide ion?
In phenoxide ion oxygen has high electron density as it is highly electronegative in nature and it is stabilised by resonance. So the phenoxide ion is very stable.
Which is more stable phenol or phenoxide ion?
Whereas in case of phenoxide ion, the negative charge on the oxygen atom get delocalize and no such charge separation take place. Therefore the resonance structures of phenoxide ion has more contributions toward the hybrid in stabilising the phenoxide ion. Hence phenoxide ion is more stable than phenol.
Which resonating structure of phenol is more stable?
Solution : In the resonating structure of phenol as shown below structures(I) and (V) are more stable than the others Structures(III),(IV) and (V) are less stable due to charge separation and positive charge on oxygen atom Order of stability `implies (I) =(V) gt (II) =(IV) gt (III)` (I) and (V) implies …
Why phenoxide ion is more stable then phenol?
What is difference between phenol and phenoxide?
Q. Phenol reacts with sodium hydroxide to give sodium phenoxide. Phenoxide ion undergoes electrophilic substitution with carbon dioxide ( a weak electrophile) because phenoxide ion is more reactive than phenol. Salicylic acid is formed as a major product.
Which of the following groups stabilize the phenoxide ion?
Hence, −COCH3 group more stabilize the phenoxide ion at para-position.
Does the resonance effect outweigh the inductive effect of phenoxide?
However the resonance effect outweighs the inductive effect and overall the p -methoxy group is strongly destabilizing in the case of phenoxide. Resonance structure D illustrates the p -methyl case.
What is the difference between phenoxide ion and alkoxide ion?
In the phenoxide ion the negative charge is delocalized, that is, shared by the ortho and para carbons of the ring. As a result the phenoxide ion has less tendency than an alkoxide ion to combine with a proton.
Why is p-methoxy group strongly destabilizing in the case of phenoxide?
Therefore, as the methoxy group donates electrons through resonance it destabilizes the system. In resonance structure C, the electron withdrawing inductive effect of the methoxy group is stabilizing. However the resonance effect outweighs the inductive effect and overall the p -methoxy group is strongly destabilizing in the case of phenoxide.
What is the stability of p-methoxy in resonance structure C?
In resonance structure C, the electron withdrawing inductive effect of the methoxy group is stabilizing. However the resonance effect outweighs the inductive effect and overall the p -methoxy group is strongly destabilizing in the case of phenoxide.