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Heteroatom Functional Groups

Functional group
  • Set of atoms and bonds characterized by a predictable chemical behavior
Formal Charge (FC)
  • Used to identify lone pairs of heteroatoms in line structures
  • FC = number of valence electrons – (number of nonbonding electrons + number of bonds)
Structures of functional groups of heteroatoms
Halides
  • Alkyl halide = R-X
  • Alcohol = R-OH
  • Ether = R-OR'
  • Ketone = R-carbonyl-R'
  • Aldehyde = R-carbonyl-H
  • Acetal = carbon bonded to OR, OR', R'', R'''
  • Carboxylic acid = R-carboxyl
  • Anhydride = R-carbonyl-O-carbonyl-R'
  • Ester = R-carbonyl-OR'
  • Amine = nitrogen bonded to R, R', R''
  • Imine = carbon double-bonded to NR
  • Thiol = R-SH
  • Sulfide = R-SR'
Halides and oxygen
  • Acyl halide = R-carbonyl-X
Oxygen and nitrogen
  • Amide = carbonyl bonded to an amine
Oxygen and sulfur
  • Sulfone = sulfur double-bonded to two oxygens