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Cyclic and Aromatic Hydrocarbons 

Cyclic and Aromatic Hydrocarbons . SCH4U Spring 2012. Cyclic Hydrocarbons ( Cyclo -) . Hydrocarbon chains that form rings Have at least three carbon atoms Can be alkanes, alkenes and alkynes General formula for cyclic alkanes: C n H 2n. Naming cyclic hydrocarbons. Identify the root

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Cyclic and Aromatic Hydrocarbons 

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  1. Cyclic and Aromatic Hydrocarbons  SCH4U Spring 2012

  2. Cyclic Hydrocarbons (Cyclo-) • Hydrocarbon chains that form rings • Have at least three carbon atoms • Can be alkanes, alkenes and alkynes • General formula for cyclic alkanes: CnH2n

  3. Naming cyclic hydrocarbons • Identify the root • Preceded by “cyclo-” • Identify the suffix • Not necessary to indicate the location of the double or triple bonds • Identify the prefix • If there are no or only one side group on a cyclic alkane, the carbon atoms are not numbered • If there are two or more side groups on a cyclic alkane, numbering must give the lowest possible numbers to all side groups • If the molecule is a cyclic alkene or cyclic alkyne, the multiple bond takes highest priority • Name the compound

  4. Questions • Name the following:

  5. Questions • Draw the following: • 4-ethyl-2-methylcyclopentene • methylcyclobutane • 2-ethyl-3-propylcyclohexane • 1, 2-dimethylcyclohexane

  6. Aromatic hydrocarbons (-benzene) • Derived from benzene ring (C6H6) • Aliphatic compounds: do not contain a benzene ring • Benzene ring: • All six carbon-carbon bonds are identical in length • Length of the carbon-carbon bonds is intermediate between a single and a double bond • Resonance hybrid • Delocalized electrons: electrons that make up the second bond in the “double bonds” are equally shared by all six carbon atoms • Conjugated double bonds • Stable structures

  7. Naming aromatic hydrocarbons • Identify the root (-benzene) • Identify the prefix • prioritize alkyl side groups with six or fewer carbon atoms in alphabetical order • Continue to number in the direction of the nearest side group • Name the compound (prefix+root)

  8. Naming aromatic hydrocarbons • If a benzene ring is attached to a single hydrocarbon chain that has more than six carbon atoms, the benzene ring becomes a side group (-phenyl)

  9. Questions • Name each aromatic hydrocarbon:

  10. Drawing aromatic hydrocarbons • Draw the benzene ring • If there is more than one side group, number the carbon atoms in the ring • Add the side groups (have six or fewer carbon atoms)

  11. Questions • Draw the condensed structural formula for each aromatic hydrocarbon: • 1,3-diethyl-4-methyl-2-propylbenzene • 1-ethyl-3-propylbenzene • Draw the line structural formula for: • 2-phenyl-5-propyloctane • 1,4-dimethylbenzene

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