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Aliphatic compound

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Hydrocarbon compounds without aromatic rings
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(October 2022)
Acyclic aliphatic/non-aromatic compound (butane)
Cyclic aliphatic/non-aromatic compound (cyclobutane)

Inorganic chemistry,hydrocarbons (compounds composed solely ofcarbon andhydrogen) are divided into two classes:aromatic compounds andaliphatic compounds (/ˌælɪˈfætɪk/; G.aleiphar, fat, oil). Aliphatic compounds can besaturated (in which all the C-C bonds are single, requiring the structure to be completed, or 'saturated', by hydrogen) likehexane, orunsaturated, likehexene andhexyne.Open-chain compounds, whether straight or branched, and which contain no rings of any type, are always aliphatic.Cyclic compounds can be aliphatic if they are notaromatic.[1]

Structure

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Aliphatics compounds can besaturated, joined by single bonds (alkanes), or unsaturated, with double bonds (alkenes) or triple bonds (alkynes). If other elements (heteroatoms) are bound to thecarbon chain, the most common beingoxygen,nitrogen,sulfur, andchlorine, it is no longer a hydrocarbon, and therefore no longer an aliphatic compound. However, such compounds may still be referred to as aliphatic if the hydrocarbon portion of the molecule is aliphatic, e.g.aliphatic amines, to differentiate them fromaromatic amines.

The least complex aliphatic compound ismethane (CH4).

Properties

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Most aliphatic compounds areflammable, allowing the use ofhydrocarbons asfuel, such as methane innatural gas for stoves or heating;butane intorches andlighters; various aliphatic (as well as aromatic) hydrocarbons in liquid transportation fuels likepetrol/gasoline,diesel, andjet fuel; and other uses such asethyne (acetylene) inwelding.

Examples of aliphatic compounds

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The most important aliphatic compounds are:

  • n-, iso- and cyclo-alkanes (saturated hydrocarbons)
  • n-, iso- and cyclo-alkenes and -alkynes (unsaturated hydrocarbons).

Important examples of low-molecular aliphatic compounds can be found in the list below (sorted by the number of carbon-atoms):

FormulaNameStructural formulaChemical classification
CH4MethaneAlkane
C2H2AcetyleneAlkyne
C2H4EthyleneAlkene
C2H6EthaneAlkane
C3H4PropyneAlkyne
C3H6PropeneAlkene
C3H8PropaneAlkane
C4H61,2-ButadieneDiene
C4H61-ButyneAlkyne
C4H81-ButeneAlkene
C4H10ButaneAlkane
C6H10CyclohexeneCycloalkene
C5H12n-pentaneAlkane
C7H14CycloheptaneCycloalkane
C7H14MethylcyclohexaneCyclohexane
C8H8CubanePrismane,Platonic hydrocarbon
C9H20NonaneAlkane
C10H12DicyclopentadieneDiene, Cycloalkene
C10H16PhellandreneTerpene, Diene, Cycloalkene
C10H16α-TerpineneTerpene, Diene, Cycloalkene
C10H16LimoneneTerpene, Diene, Cycloalkene
C11H24UndecaneAlkane
C30H50SqualeneTerpene, Polyene
C2nH4nPolyethyleneAlkane

References

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  1. ^IUPAC,Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (1995) "aliphatic compounds".doi:10.1351/goldbook.A00217
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