Table of Contents
- 1 Who is more stable phenol or phenoxide?
- 2 Why is phenoxide preferred instead of phenol?
- 3 Why phenoxide is more stable than Alkoxide?
- 4 Is phenol stable?
- 5 Which is more reactive phenol or phenoxide?
- 6 Why acetate ion is more stable than phenoxide ion?
- 7 Why is phenoxide more nucleophilic than phenol?
- 8 What is the difference between phenol and phenoxide?
Who is more stable phenol or phenoxide?
Both phenol and phenoxide ion has five resonating structures among which both have two structures (I and II) in Kekule form. Since, the charge separation requires energy therefore, the energy of phenol is greater than that of the phenoxide ion. So, phenol is less stable than the phenoxide ion.
Why is phenoxide preferred instead of phenol?
Answer: Due to greater ability of ion (than OH group) to donate electrons to the benzene ring, phenoxide ion is more reactive than phenol towards electrophilic aromatic substitution reactions.
Why phenoxide is more stable than Alkoxide?
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 is phenoxide ion stable?
The phenoxide ion formed is stabilized by the delocalization of negative charge due to the resonance in the benzene ring. Phenoxide ion has greater stability than phenols, as in the case of phenol charge separation takes place during resonance.
Is phenol more stable?
Yes, phenol is more stable than aliphatic alcohol due to the delocalization of the lone pair present on the oxygen atom with the bond of the benzene ring.
Is phenol stable?
Phenol is acidic in nature because it can lose hydrogen ions from its OH bond, as on losing this hydrogen phenoxide ion is formed which is stable. Though it is a weak acid it is in equilibrium with the phenolate anion C6H5O− which is also called phenoxide.
Which is more reactive phenol or phenoxide?
Phenoxide ion undergoes electrophilic substitution with carbon dioxide ( a weak electrophile) because phenoxide ion is more reactive than phenol.
Why acetate ion is more stable than phenoxide ion?
The carboxylate ion is more stable than the phenoxide ion. This is because in the phenoxide ion, the negative charge resides on one electronegative oxygen atom and the lesser electronegative carbon atoms. Consequently their contribution towards resonance stabilisation of the phenoxide ion is less.
Is phenoxide more basic than ethoxide?
phenoxide ion is a stronger base than ethoxide ion.
Why is phenoxide ion more stable than ethoxide ion?
In the phenoxide ion, the charge is delocalised over the whole ion by involving the ring electrons. In the case of an ethoxide ion, C2H5O-, formed when ethanol ionises, the whole charge remains on the oxygen. The delocalisation makes the phenoxide ion rather more stable than an ethoxide ion.
Why is phenoxide more nucleophilic than phenol?
Compare the resonance structure of phenol and phenoxide ion: On the other hand there is no positive charge on oxygen in case of phenoxide ion and it is more stabilized than phenol . So it is more nucleophilic than phenol that is why it is more reactive towards electrophilic aromatic substitution.
What is the difference between phenol and phenoxide?
is that phenol is (organic compound|uncountable) a caustic, poisonous, white crystalline compound, c6h5oh, derived from benzene and used in resins, plastics, and pharmaceuticals and in dilute form as a disinfectant and antiseptic; once called carbolic acid while phenoxide is (chemistry) any metallic salt of a phenol.