Aromatic Chemistry and Electrophilic Substitution
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Aromatic Chemistry and Electrophilic Substitution

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Questions and Answers

What is produced when benzene reacts with the NO2+ electrophile at appropriate conditions?

  • Aromatic amines (correct)
  • Alkylbenzene
  • Benzene sulfonic acid
  • Phenylacetone

    • What happens to the hydrogen ion during the reaction of benzene with the NO2+ electrophile?

  • It becomes a part of the electrophile.
  • It is removed from the benzene ring. (correct)
  • It is retained in the final product.
  • It is converted to acyl chloride.

    • What temperature is typically required for mono-substitution to occur in the reaction of benzene with the NO2+ electrophile?

  • 150°C
  • 25°C
  • 55°C (correct)
  • 100°C

    • Which catalyst is necessary for Friedel-Crafts acylation with benzene?

    <p>Aluminium chloride</p> Signup and view all the answers

    What type of product is formed as a result of the Friedel-Crafts acylation of benzene?

    <p>Phenylketone</p> Signup and view all the answers

    In the context of electrophilic aromatic substitution, what does the NO2+ ion serve as?

    <p>Electrophile</p> Signup and view all the answers

    What is a common use for the products formed from reactions involving aromatic amines and phenylketones?

    <p>Pharmaceuticals and dyes</p> Signup and view all the answers

    What is the role of the hydrogen ion generated in Friedel-Crafts acylation after reacting with AlCl4-?

    <p>It regenerates the aluminium chloride catalyst.</p> Signup and view all the answers

    What type of bonding characterizes benzene?

    <p>Delocalised bonds with equal length between single and double bonds</p> Signup and view all the answers

    What is the correct enthalpy change of hydrogenation for benzene?

    <p>-208 kJmol^-1</p> Signup and view all the answers

    Why do arenes have high melting points?

    <p>Because of the delocalised ring structure's stability</p> Signup and view all the answers

    What makes benzene susceptible to electrophilic attack?

    <p>It contains delocalised electrons that create high electron density</p> Signup and view all the answers

    Which of the following describes the structure of benzene?

    <p>A ring of six carbon atoms with a complete delocalised electron system</p> Signup and view all the answers

    Why do arenes typically have low boiling points?

    <p>They are non-polar and poorly soluble in water</p> Signup and view all the answers

    What happens to the benzene ring during electrophilic substitution?

    <p>It is partially destroyed then restored</p> Signup and view all the answers

    Which of the following statements is NOT true about benzene?

    <p>It has three fixed double bonds</p> Signup and view all the answers

    Study Notes

    Aromatic Chemistry

    • Aromatic compounds are commonly used in industries for the production of dyes, pharmaceuticals, and explosives.
    • Benzene is an aromatic compound with a ring of six carbon atoms, six hydrogen atoms, and six delocalized electrons.
    • The bonding in benzene is characterized by intermediate bond lengths between single and double bonds, resulting from the delocalization of electrons from carbon's p-orbitals.
    • Benzene's high stability is attributed to its delocalized ring structure.
    • Arenes, compounds containing benzene as a structural component, exhibit high melting points due to the stability of their delocalized rings.
    • Arenes, due to their non-polarity, have low boiling points and often display poor solubility in water.
    • The delocalized electron ring in benzene is susceptible to attack by electrophiles, leading to electrophilic substitution.

    Electrophilic Substitution

    • The delocalised ring of benzene acts as an electron-rich area, making it vulnerable to electrophilic attack.
    • Electrophilic substitution reactions involve the partial destruction and subsequent restoration of the benzene ring.

    Nitrobenzene

    • Nitration involves the substitution of NO2+ electrophile onto the benzene ring. It is a major reaction that occurs with concentrated nitric acid (HNO3) and concentrated sulfuric acid (H2SO4).
    • The NO2+ electrophile is produced as a reactive intermediate during the reaction.
    • This reaction is a mono-substitution at 55°C resulting in the production of a single NO2+ electrophile.
    • Multiple substitutions can occur at temperatures exceeding 55°C.

    Friedel-Crafts Acylation

    • The delocalised electron ring in benzene, acting as a nucleophile, undergoes attack by acyl chlorides. This is known as Friedel-Crafts acylation.
    • An intermediate is created from acyl chloride and a catalytic aluminum chloride.
    • The reactive intermediate is attacked by the benzene ring.
    • The removed H+ ion reacts with the AlCl4- ion to regenerate aluminum chloride, signifying its catalytic role.
    • The phenylketone is the final product.
    • The term "phenyl group" refers to the benzene group.

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    Description

    This quiz explores the fundamentals of aromatic chemistry, focusing on benzene and its structure, stability, and bonding characteristics. It also covers electrophilic substitution reactions in aromatic compounds and their industrial applications. Test your understanding of these essential concepts in organic chemistry.

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