Why benzene does not undergo nucleophilic substitution?
Table of Contents
- 1 Why benzene does not undergo nucleophilic substitution?
- 2 Why does benzene undergo electrophilic substitution reactions and not electrophilic addition reactions?
- 3 Why does electrophilic substitution occur in benzene?
- 4 Why do aromatic hydrocarbons undergo electrophilic substitution reaction?
- 5 What is the difference between electrophilic substitution and nucleophilic substitution?
- 6 Why do aromatic compounds undergo electrophilic substitution rather than electrophilic addition?
Why benzene does not undergo nucleophilic substitution?
There is a basic concept behind this Due to the presence of electron cloud of delocalised electron on benzene ring nucleophilic attack is difficult ,because elextrons are negarively charged and nucleophiles are also negativelt charged and thus normally does not undergo nucleophilic substitution reaction .
Why does benzene undergo electrophilic substitution reactions and not electrophilic addition reactions?
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 does benzene undergo electrophilic substitution reactions easily and nucleophilic substitutions with difficulty?
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. Hence, benzene undergoes nucleophilic substitutions with difficulty.
Why does electrophilic substitution occur in benzene?
The reaction of Cl2 with benzene is thus called an electrophilic aromatic substitution (EAS for short): Electrophilic, because we’re adding an electron-poor species (electrophile), substitution, because we’re breaking C-H and forming C-E, where E is our electrophile (Cl in this case).
Why do aromatic hydrocarbons undergo electrophilic substitution reaction?
Explanation: Aromatic hydrocarbons have pi electrons but does not undergo addition reaction because resonance of compound get altered. So, the aromatic hc prefers substitution reaction and due to its nucleophile nature, it attracts electrophile. So, the aromatic hc undergo electrophile substitution reaction.
Why benzene undergoes electrophilic substitution reactions whereas alkenes undergo addition reactions?
Benzene possess an unhybridised p-orbital containing one electron. The lateral overlap of theirp-orbitals produces 3 it bond. Due to delocalisation, strong it-bond is formed which makes the molecule stable. Therefore benzene undergoes electrophilic substitution reaction, whereas alkenes undergoes addition reaction.
What is the difference between electrophilic substitution and nucleophilic substitution?
Electrophilic substitutions involve displacement of a functional group by an electrophile (generally a hydrogen atom). Nucleophilic substitutions involve attack of a positively charged (or partially positively charged) atom or group by a nucleophile. Nucleophiles are species that can donate an electron pair.
Why do aromatic compounds undergo electrophilic substitution rather than electrophilic addition?
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).