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Aliphatic compound

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Acyclic aliphatic/non-aromatic compound (butane)
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Cyclic aliphatic/non-aromatic compound (cyclobutane)

Aliphatic compounds (/ˌælɪˈfætɪk/; G. aleiphar, fat, oil) are chemical compounds containing the element carbon that are not aromatic compounds.[1] Aliphatic compounds can be saturated, where all C-C bonds are single bonds (e.g., hexane), or unsaturated, where double or triple bonds are present between carbon atoms (e.g., hexene, hexyne).

Other definitions

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The definition given above is that promulgated by the International Union of Pure and Applied Chemistry (IUPAC), which sets accepted definitions for chemical terms and nomenclature.[1] Other sources have previously applied additional restrictions, such as stating that only hydrocarbons (compounds made of only carbon and hydrogen) can be aliphatic or excluding cyclic compounds from being aliphatic.[2][3] These criteria are not present in the current IUPAC definition.

Structure

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Aliphatic compounds can be saturated, i.e. alkanes (single carbon-carbon bonds), or unsaturated, with carbon-carbon double (alkenes) or triple bonds (alkynes).[4] It may also be cyclic (as long as it is not aromatic).

Under definitions which require that aliphatic compounds are strictly hydrocarbons, the addition of other elements beyond carbon and hydrogen (heteroatoms) makes the compound no longer aliphatic. Nevertheless, such compounds are sometimes still referred to as aliphatic if the hydrocarbon portion of the molecule is aliphatic, e.g. aliphatic amines, to differentiate them from aromatic amines.

The least complex aliphatic compound is methane (CH4).

Properties

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Most aliphatic compounds are flammable,[4] allowing the use of hydrocarbons as fuel, such as methane in natural gas for stoves or heating; butane in torches and lighters; various aliphatic (as well as aromatic) hydrocarbons in liquid transportation fuels like petrol/gasoline, diesel, and jet fuel; and other uses such as ethyne (acetylene) in welding.

Examples

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A few examples of aliphatic compounds is listed below (sorted by the number of carbon-atoms).

FormulaNameStructural formulaChemical classification
CH4MethaneImageAlkane
C2H2AcetyleneImageAlkyne
C2H4EthyleneImageAlkene
C2H6EthaneImageAlkane
C3H4PropadieneImageDiene
C3H4PropyneImageAlkyne
C3H6PropyleneImageAlkene
C3H8PropaneImageAlkane
C4H61,2-ButadieneImageDiene
C4H61-ButyneImageAlkyne
C4H81-ButeneImageAlkene
C4H10ButaneImageAlkane
C5H12PentaneImageAlkane
C6H10CyclohexeneImageCycloalkene
C6H12CyclohexaneImageCycloalkane
C6H14HexaneImageAlkane
C7H14MethylcyclohexaneImageCycloalkane
C8H8CubaneImagePrismane, Platonic hydrocarbon
C8H18OctaneImageAlkane
C10H12DicyclopentadieneImageDiene, Cycloalkene
C10H16TerpineneImageImageTerpene, Diene, Cycloalkene
C10H16PhellandreneImageImageTerpene, Diene, Cycloalkene
C10H16LimoneneImageImageTerpene, Diene, Cycloalkene
C10H22DecaneImageAlkane
C30H50SqualeneImageTerpene, Polyene
C2nH4nPolyethyleneImageAlkane

References

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  1. 1 2 IUPAC, Compendium of Chemical Terminology, 5th ed. (the "Gold Book") (2025). Online version: (1995) "aliphatic compounds". doi:10.1351/goldbook.A00217
  2. ↑ Hampel (1992). Glossary of Chemical Terms (2nd ed.). p. 11.
  3. ↑ Hackh's Chemical Dictionary (5th ed.). 1987. p. 22.
  4. 1 2 "9.1: Aliphatic Hydrocarbons". Chemistry LibreTexts. 2019-05-26. Retrieved 2026-07-16.