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Chapter 8 · Chemistry

Homologous Series

Key points

  • A homologous series is a series of organic compounds with the same functional group and the same general formula, in which successive members differ by –CH₂–.
  • Each member is a homologue. Successive members differ in molar mass by 14 u (CH₂ = 12 + 2).
  • Alkanes CₙH₂ₙ₊₂: CH₄ → C₂H₆ → C₃H₈ → C₄H₁₀ → C₅H₁₂, each one CH₂ more.
  • Chemical properties are similar (not identical), because the members share the same functional group.
  • Physical properties change gradually with chain length: boiling point rises, for example.

Three common series

SeriesGeneral formulaFirst three members
AlkanesCₙH₂ₙ₊₂CH₄, C₂H₆, C₃H₈
AlcoholsCₙH₂ₙ₊₁OHCH₃OH, C₂H₅OH, C₃H₇OH
Carboxylic acidsCₙH₂ₙ₊₁COOH (n = 0, 1, 2 …)HCOOH, CH₃COOH, C₂H₅COOH

Similar chemistry, gradual physical change

AlkaneFormulaMolar mass (u)Boiling point (°C)
MethaneCH₄16−161.5
EthaneC₂H₆30−88.6
PropaneC₃H₈44−42.1
ButaneC₄H₁₀58−0.5
PentaneC₅H₁₂7236.1

All of them burn in oxygen to give CO₂ and H₂O, and all undergo substitution with chlorine in light: similar chemistry. The boiling point rises steadily as the chain grows, because larger molecules attract one another more strongly. Boiling points at 1 atm (CRC Handbook).

Try it yourself

Goal: Predict each next member of a series, see the +CH₂, +14 u pattern and the rising boiling point, and decide whether two compounds are homologues.

  • Choose a family: alkanes, alcohols or carboxylic acids.
  • Predict the formula of the next member.
  • Add CH₂ and check your prediction.
  • Read the table: formula, molar mass and boiling point.
  • In part 4, decide whether each pair is in the same series.

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