Why does benzene ring undergo nucleophilic aromatic substitution reaction?
Nucleophiles are electron-rich. Due to the presence of an electron cloud of delocalized electrons on the benzene ring nucleophilic attack is difficult. Hence, they are repelled by benzene. Hence, benzene undergoes nucleophilic substitutions with difficulty.
Why aromatic compounds do not undergo nucleophilic substitution?
In structure IV at both the ortho position methyl group (CH3) is attached and hydrogen is absent. Therefore, it will not undergo nucleophilic substitution.
What kind of aromatic compounds undergo nucleophilic substitution?
Examples of Nucleophilic Aromatic Substitution
- The para nitro fluoro benzene reacts with sodium methoxide yields a nucleophilic aromatic substitution product, i.e. para nitro methoxy benzene and sodium fluoride.
- The ortho bromo acetophenone reacts with ethanethiol yields a nucleophilic aromatic substitution product.
What is the purpose of nucleophilic aromatic substitution?
A nucleophilic aromatic substitution is a substitution reaction in organic chemistry in which the nucleophile displaces a good leaving group, such as a halide, on an aromatic ring. Aromatic rings are usually nucleophilic, but some aromatic compounds do undergo nucleophilic substitution.
Why does an aromatic compound undergo electrophilic aromatic substitution instead of the addition reactions characteristic of alkenes?
Although aromatic compounds have multiple double bonds, these compounds do not undergo addition reactions. Their lack of reactivity toward addition reactions is due to the great stability of the ring systems that result from complete π electron delocalization (resonance).
Why do aromatic compounds undergo substitution reactions?
Explanation: The aromatic structure provides significant additional stability to the molecule. Substitution reactions allow the aromatic structure to remain, whereas additions would change the C-C bonding away from being aromatic. This would be unfavourable.
Which of the following compound undergoes nucleophilic substitution by SN1 mechanism most easily?
The p-chloronitrobenzene can easily undergo the nucleophilic substitution reaction.
Which is the most reactive towards nucleophilic aromatic substitution?
Hence 2,4-dinitro bromobenzene is more reactive in nucleophilic aromatic substitution reaction with hydroxide ion.
Which among the following will undergo substitution reaction most readily by SN1 mode?
SN1 reaction is most favorable for tertiary halide. (Since the tertiary carbocation is more stable) Was this answer helpful?
Why does benzene undergo substitution reactions instead of addition?
There are delocalised electrons above and below the plane of the ring. The presence of the delocalised electrons makes benzene particularly stable. Benzene resists addition reactions because that would involve breaking the delocalisation and losing that stability.
Why electrophilic substitution takes place more readily in aromatic amines than benzene?
Solution : Due to resonance, the electrons on the N-atom in aniline are delocalized over the benzene ring. As a result, the electron density on the benzene ring increases as compared to benzene itself. In other words, aniline gets activated and hence electrophilic substitution occurs more readily in aniline.
Why benzene which is highly unsaturated tends to undergo substitution reactions rather than addition reactions?
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Which of the following compounds do not undergo nucleophilic substitution?
Solution : As a result of resonance the carbon-chloride bond acquires some double bond character Hence vinyl chloride does not undergo nucleophilic reactions .
What is nucleophilic substitution reaction of benzene?
An early method of preparing phenol (the Dow process) involved the reaction of chlorobenzene with a concentrated sodium hydroxide solution at temperatures above 350 ºC. The chief products are phenol and diphenyl ether (see below).
Why does benzene undergo electrophilic substitution reaction easily and nucleophilic substitution?
Solution : Benzene is a planar molecule having delocalized electrons above and below the plane of ring. Hence, it is electron-rich. As a result, it is highly attractive to electron deficient species i.e., electrophiles. <br> Therefore, it undergoes electrophilic substitution reactions very easily.
Why do benzene and other aromatic compounds undergo electrophilic aromatic substitution with ease while they struggle to undergo nucleophilic substitution reaction?
Benzene is a planar molecule having delocalized electrons above and below the plane of ring. Hence, it is electron-rich. As a result, it is highly attractive to electron deficient species i.e., electrophiles. Therefore, it undergoes electrophilic substitution reactions easily.