Functional Groups & IR Spectroscopy Notes

Functional Groups & IR Spectroscopy

Functional Groups

  • Structural features within molecules that have characteristic properties and chemical behaviors.
  • A functional group has a similar chemical behavior in every molecule.
  • The chemistry of an organic molecule is determined by the functional groups it contains.

Hydrocarbons

  • Molecules containing only carbon and hydrogen atoms.
  • Contain a mixture of carbon-carbon and carbon-hydrogen single bonds (C–C and C–H) and carbon-carbon multiple bonds (C=C or C≡C).
  • Alkanes do not have functional groups; C–C and C–H bonds are fairly unreactive.
  • Examples include alkanes, alkenes, alkynes, and arenes/aromatic rings.

Alkanes

  • Molecules consisting of only carbon and hydrogen connected by single ($\sigma$) bonds.
  • General formula: C<em>nH</em>2n+2C<em>nH</em>{2n+2}, where n is an integer.
  • Also known as aliphatic compounds or saturated hydrocarbons.
  • Unsaturated hydrocarbons have double or triple C–C bonds.

Classification of Alkanes

  • Simplest alkanes:
    • Methane (CH4CH_4)
    • Ethane (CH<em>3CH</em>3CH<em>3CH</em>3)
    • Propane (CH<em>3CH</em>2CH3CH<em>3CH</em>2CH_3)
  • Only one way to link two or three carbons in a linear fashion.
  • For alkanes with more than four carbons, there are more possibilities:
    • Linear alkanes are called straight-chain or normal (n-butane).
    • Branched-chain alkanes do not have a linear connection between all carbons.
      • Example: Butane (C<em>4H</em>8C<em>4H</em>8)
      • n-butane and isobutane are constitutional isomers.

Straight-Chain Alkanes – Memorize!

Number of CarbonsFormulaName
1CH4CH_4Methane
2C<em>2H</em>6C<em>2H</em>6Ethane
3C<em>3H</em>8C<em>3H</em>8Propane
4C<em>4H</em>10C<em>4H</em>{10}Butane
5C<em>5H</em>12C<em>5H</em>{12}Pentane
6C<em>6H</em>14C<em>6H</em>{14}Hexane
7C<em>7H</em>16C<em>7H</em>{16}Heptane
8C<em>8H</em>18C<em>8H</em>{18}Octane
9C<em>9H</em>20C<em>9H</em>{20}Nonane
10C<em>10H</em>22C<em>{10}H</em>{22}Decane

Common Alkyl, Allyl, Benzyl, and Phenyl Groups

  • Removal of a hydrogen from an alkane gives an ALKYL GROUP.
  • Named by taking the parent name and replacing the -ane ending with -yl.
  • Alkyl groups can be represented by “R”.
  • R groups are used to designate any alkyl group in a molecule.
  • Strategy can be used for other common hydrocarbon fragments.
  • Examples:
    • Methane to methyl.
    • Ethane to ethyl (