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Polynuclear aromatic compound
• Polycyclic aromatic hydrocarbons (PAHs), also
  known as poly-aromatic hydrocarbons or
  polynuclear aromatic hydrocarbons are potent
  atmospheric pollutants that consist of fused aromatic
  rings and do not contain heteroatoms or carry
  substituents.
• Napthalene is the simplest example of a PAH.
• PAHs occur in oil, coal, and tar deposits, and are
  produced as byproducts of fuel burning.
• As a pollutant, they are of concern because some
  compounds have been identified as carcinogenic,
  mutagenic, and teratogenic.
Polynuclear aromatic compound
• The simplest PAHs, are phenanthrene and
  anthracene, which both contain three fused
  aromatic rings.
• PAHs may contain four-, five-, six- or seven-
  member rings, but those with five or six are most
  common.
• Naphthalene, consisting of two coplanar six-
  membered rings sharing an edge, is another
  aromatic hydrocarbon. By formal convention, it is
  not a true PAH, though is referred to as a
  bicyclic aromatic hydrocarbon.
Polynuclear aromatic compounds
Compound

Anthracene         Benzopyrene

Chrysene           Coronene

Corrannulene       Tetracene

Naphthalene        Pentacene

Phenenthrene       Pyrene

Triphenylene       Ovalene
Napthalene
• Naphthalin
Napthalene-Properties
•   Molecular Formula   • C10H8
•   Molar Mass          •   128.17 g/mol
•   Appearance          •   White solid
•   Density             •   1.14 g/cc
•   Melting Point       •   80.26 oC
•   Boiling Point       •   218 oC
Napthalene Properties
• Naphthalene, also known as naphthalin,
  bicyclo[4.4.0]deca-1,3,5,7,9-pentene or antimite is a crystalline,
  aromatic, white, solid hydrocarbon with formula C10H8 and the
  structure of two fused benzene rings.
• It is volatile, forming a flammable vapor, and readily sublimes at
  room temperature, producing a characteristic odor that is detectable
  at concentrations as low as 0.08 ppm by mass.
Structure and Reactivity
• A naphthalene molecule is derived by the fusion of a pair of
  benzene rings.
• Unlike benzene, the carbon-carbon bonds in naphthalene are not of
  the same length.
• Like benzene, naphthalene can undergo electrophilic aromatic
  substitution.
• For many electrophilic aromatic substitution reactions, naphthalene
  reacts under milder conditions than does benzene.
• For example, whereas both benzene and naphthalene react with
  chlorine in the presence of a ferric chloride or aluminium chloride
  catalyst, naphthalene and chlorine can react to form 1-
  chloronaphthalene even without a catalyst.
• Similarly, whereas both benzene and naphthalene can be alkylated
  using Friedel-Crafts reactions,
• naphthalene can also be alkylated by reaction with alkenes or
  alcohols, with sulfuric or phosphoric acid as the catalyst.
• Like benzene, naphthalene can undergo electrophilic aromatic
  substitution.
12 napthalene

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12 napthalene

  • 1. Polynuclear aromatic compound • Polycyclic aromatic hydrocarbons (PAHs), also known as poly-aromatic hydrocarbons or polynuclear aromatic hydrocarbons are potent atmospheric pollutants that consist of fused aromatic rings and do not contain heteroatoms or carry substituents. • Napthalene is the simplest example of a PAH. • PAHs occur in oil, coal, and tar deposits, and are produced as byproducts of fuel burning. • As a pollutant, they are of concern because some compounds have been identified as carcinogenic, mutagenic, and teratogenic.
  • 2. Polynuclear aromatic compound • The simplest PAHs, are phenanthrene and anthracene, which both contain three fused aromatic rings. • PAHs may contain four-, five-, six- or seven- member rings, but those with five or six are most common. • Naphthalene, consisting of two coplanar six- membered rings sharing an edge, is another aromatic hydrocarbon. By formal convention, it is not a true PAH, though is referred to as a bicyclic aromatic hydrocarbon.
  • 3. Polynuclear aromatic compounds Compound Anthracene Benzopyrene Chrysene Coronene Corrannulene Tetracene Naphthalene Pentacene Phenenthrene Pyrene Triphenylene Ovalene
  • 5. Napthalene-Properties • Molecular Formula • C10H8 • Molar Mass • 128.17 g/mol • Appearance • White solid • Density • 1.14 g/cc • Melting Point • 80.26 oC • Boiling Point • 218 oC
  • 6. Napthalene Properties • Naphthalene, also known as naphthalin, bicyclo[4.4.0]deca-1,3,5,7,9-pentene or antimite is a crystalline, aromatic, white, solid hydrocarbon with formula C10H8 and the structure of two fused benzene rings. • It is volatile, forming a flammable vapor, and readily sublimes at room temperature, producing a characteristic odor that is detectable at concentrations as low as 0.08 ppm by mass.
  • 7. Structure and Reactivity • A naphthalene molecule is derived by the fusion of a pair of benzene rings. • Unlike benzene, the carbon-carbon bonds in naphthalene are not of the same length. • Like benzene, naphthalene can undergo electrophilic aromatic substitution. • For many electrophilic aromatic substitution reactions, naphthalene reacts under milder conditions than does benzene. • For example, whereas both benzene and naphthalene react with chlorine in the presence of a ferric chloride or aluminium chloride catalyst, naphthalene and chlorine can react to form 1- chloronaphthalene even without a catalyst. • Similarly, whereas both benzene and naphthalene can be alkylated using Friedel-Crafts reactions, • naphthalene can also be alkylated by reaction with alkenes or alcohols, with sulfuric or phosphoric acid as the catalyst.
  • 8. • Like benzene, naphthalene can undergo electrophilic aromatic substitution.