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In the phenoxide ion the charge is delocalized by the resonance in the benzene ring.

There is no such delocalization in the ethoxide ion.

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βˆ™ 14y ago
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βˆ™ 5mo ago

The phenoxide ion is more reactive than phenol towards electrophilic substitution reactions because the phenoxide ion is a stronger nucleophile due to the negative charge on oxygen. This makes it more effective in attacking electrophiles in substitution reactions. Additionally, the negative charge on the phenoxide ion stabilizes the transition state, lowering the activation energy for the reaction to occur.

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βˆ™ 11y ago

due to more electron density on the phenoxide ion than phenol

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Q: Why phenoxide ion is more reactive than phenol toward electrophilic subsititution reaction?
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Why is benzene undergoes electrophilic reaction rather then nucleophilic reaction?

Benzene predominantly undergoes electrophilic reactions because its aromatic structure stabilizes the developing positive charge on the carbon atoms during the reaction. The delocalized electron cloud in benzene makes it less reactive towards nucleophiles which prefer to attack electrophilic centers. This electronic stability of benzene is known as aromaticity.


What is different between electrophilic and nucleophilic substation?

Electrophilic substitution involves the attack of an electron-deficient species (electrophile) on an electron-rich molecule, leading to the formation of a new product. Nucleophilic substitution, on the other hand, involves the attack of a nucleophile (electron-rich species) on an electron-deficient molecule, resulting in a substitution reaction. In electrophilic substitution, the electrophile is the reactive species, while in nucleophilic substitution, the nucleophile is the reactive species.


Why halobenzenes are less reactive towards nucleophilic substitution reaction?

Halobenzenes are less reactive towards nucleophilic substitution reactions compared to alkyl halides because the pi electrons in the benzene ring participate in resonance stabilization, making it difficult for the nucleophile to attack the electrophilic carbon atom. This resonance has a stabilizing effect on the benzene ring, reducing its reactivity towards nucleophiles.


Why is ICl used in the electrophilic aromatic iodination reaction rather than I 2?

ICl is used in the electrophilic aromatic iodination reaction because it can generate electrophilic iodine species under mild conditions. ICl is more reactive than I2, making it easier to carry out the reaction at lower temperatures. Additionally, ICl can be easily handled and stored compared to I2.


What term describes a more reactive element taking the place of a less reactive element?

The more reactive substance is known as a catalyst.

Related questions

What happens when phenol is warmed with CCl4 in aqueous NaOH?

In the presence of aqueous NaOH, phenol undergoes nucleophilic aromatic substitution reaction to form sodium phenoxide. When CCl4 is added, no reaction occurs as CCl4 is non-reactive towards phenoxide ion.


Why is benzene undergoes electrophilic reaction rather then nucleophilic reaction?

Benzene predominantly undergoes electrophilic reactions because its aromatic structure stabilizes the developing positive charge on the carbon atoms during the reaction. The delocalized electron cloud in benzene makes it less reactive towards nucleophiles which prefer to attack electrophilic centers. This electronic stability of benzene is known as aromaticity.


What is different between electrophilic and nucleophilic substation?

Electrophilic substitution involves the attack of an electron-deficient species (electrophile) on an electron-rich molecule, leading to the formation of a new product. Nucleophilic substitution, on the other hand, involves the attack of a nucleophile (electron-rich species) on an electron-deficient molecule, resulting in a substitution reaction. In electrophilic substitution, the electrophile is the reactive species, while in nucleophilic substitution, the nucleophile is the reactive species.


Why the electrophilic substitution going to occur in furon thiophene and pyrole?

Electrophilic substitution occurs in furan, thiophene, and pyrrole because these compounds have a lone pair of electrons on the heteroatom (oxygen, sulfur, or nitrogen), making them nucleophilic and reactive towards electrophiles. The aromaticity of these compounds is also maintained during the substitution reaction, making them favorable candidates for electrophilic substitution.


Why halobenzenes are less reactive towards nucleophilic substitution reaction?

Halobenzenes are less reactive towards nucleophilic substitution reactions compared to alkyl halides because the pi electrons in the benzene ring participate in resonance stabilization, making it difficult for the nucleophile to attack the electrophilic carbon atom. This resonance has a stabilizing effect on the benzene ring, reducing its reactivity towards nucleophiles.


Why is ICl used in the electrophilic aromatic iodination reaction rather than I 2?

ICl is used in the electrophilic aromatic iodination reaction because it can generate electrophilic iodine species under mild conditions. ICl is more reactive than I2, making it easier to carry out the reaction at lower temperatures. Additionally, ICl can be easily handled and stored compared to I2.


When a more reactive metal displaces a less reactive metal in a solution what is the reaction called?

When a more reactive metal displaces a less reactive metal in a solution what is the reaction calledRead more: When_a_more_reactive_metal_displaces_a_less_reactive_metal_in_a_solution_what_is_the_reaction_called


Why aniline is more reactive than acetanilide toward electrophilic substitution?

Aniline is more reactive than acetanilide towards electrophilic substitution because acetanilide has an acetyl group that deactivates the ring towards electrophilic attack by resonance effects. This makes the nitrogen lone pair less available for reaction. Aniline, on the other hand, lacks such deactivating groups, so its lone pair is more readily available for electrophilic attack.


Why does chlorine act as both activator as well as deactivator?

Chlorine can act as an activator in organic reactions by forming electrophilic species that can react with nucleophiles. However, it can also act as a deactivator in some cases by withdrawing electron density from the aromatic ring, making it less reactive towards electrophilic attack. The effect of chlorine as an activator or deactivator depends on the specific reaction conditions and the nature of the reactants involved.


Is benzene less reactive towards electrophillic substitution reaction?

Benzene is less reactive towards electrophilic substitution reactions compared to alkenes due to its aromatic stability. The delocalization of pi electrons in the benzene ring provides extra stability, making it less prone to undergo electrophilic reactions.


What purpose does FeCl3 serve in the electrophilic aromatic substitution reaction between chlorine and benzene?

FeCl3 acts as a Lewis acid catalyst in the reaction, activating the chlorine molecule by coordinating with it and facilitating its electrophilic attack on the aromatic ring of benzene. This activation process increases the electrophilicity of the chlorine, making it more reactive towards aromatic substitution.


Why does chlorobenzene give ortho and para products during electrophilic substitution reaction?

Chlorobenzene gives ortho and para products during electrophilic substitution reactions due to the resonance stabilization of the intermediate carbocation formed in the reaction. The chlorine atom withdraws electron density from the ring by inductive effects, making the ortho and para positions more electron-rich and thus more reactive towards electrophiles.