Aliphatic compound

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

In organic chemistry, hydrocarbons (compounds composed solely of carbon and hydrogen) are divided into two classes: aromatic compounds and aliphatic compounds (Template:IPAc-en; G. aleiphar, fat, oil). Aliphatic compounds can be saturated (in which all the C-C bonds are single, requiring the structure to be completed, or 'saturated', by hydrogen) like hexane, or unsaturated, like hexene and hexyne. 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 not aromatic.<ref>Template:GoldBookRef</ref>

Structure

Aliphatic compounds can be saturated, joined by single bonds (alkanes), or unsaturated, with double bonds (alkenes) or triple bonds (alkynes). If other elements (heteroatoms) are bound to the carbon chain, the most common being oxygen, nitrogen, sulfur, and chlorine, 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 from aromatic amines.

The least complex aliphatic compound is methane (CH4).

Properties

Most aliphatic compounds are flammable, 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 of aliphatic compounds

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):

Formula Name Structural formula Chemical classification
Template:Chem2 Methane Alkane
Template:Chem2 Acetylene Alkyne
Template:Chem2 Ethylene Alkene
Template:Chem2 Ethane Alkane
Template:Chem2 Propadiene Diene
Template:Chem2 Propyne Alkyne
Template:Chem2 Propylene Alkene
Template:Chem2 Propane Alkane
Template:Chem2 1,2-Butadiene Diene
Template:Chem2 1-Butyne Alkyne
Template:Chem2 1-Butene Alkene
Template:Chem2 Butane Alkane
Template:Chem2 Pentane Alkane
Template:Chem2 Cyclohexene Cycloalkene
Template:Chem2 Cyclohexane Cycloalkane
Template:Chem2 Hexane Alkane
Template:Chem2 Methylcyclohexane Cycloalkane
Template:Chem2 Cubane Prismane, Platonic hydrocarbon
Template:Chem2 Octane Alkane
Template:Chem2 Dicyclopentadiene Diene, Cycloalkene
Template:Chem2 Terpinene Terpene, Diene, Cycloalkene
Template:Chem2 Phellandrene Terpene, Diene, Cycloalkene
Template:Chem2 Limonene Error creating thumbnail: File:(S)-Limonen.svg Terpene, Diene, Cycloalkene
Template:Chem2 Decane File:Decan Skelett.svg Alkane
Template:Chem2 Squalene File:Squalene.svg Terpene, Polyene
Template:Chem2 Polyethylene File:Polyethylene repeat unit.svg Alkane

References

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