Chemistry:Aliphatic compound

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Short description: Hydrocarbon compounds without aromatic rings
Acyclic aliphatic/non-aromatic compound (butane)

thumb|right|170px|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 (/ˌælɪˈfætɪk/; 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.[1]

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
CH
4
Methane Alkane
C
2
H
2
Acetylene Alkyne
C
2
H
4
Ethylene Alkene
C
2
H
6
Ethane Alkane
C
3
H
4
Propyne Alkyne
C
3
H
6
Propene Alkene
C
3
H
8
Propane Alkane
C
4
H
6
1,2-Butadiene Diene
C
4
H
6
1-Butyne Alkyne
C
4
H
8
1-Butene Alkene
C
4
H
10
Butane Alkane
C
6
H
10
Cyclohexene Cycloalkene
C
5
H
12
n-pentane Alkane
C
7
H
14
Cycloheptane Cycloalkane
C
7
H
14
Methylcyclohexane Cyclohexane
C
8
H
8
Cubane Prismane, Platonic hydrocarbon
C
9
H
20
Nonane Alkane
C
10
H
12
Dicyclopentadiene Diene, Cycloalkene
C
10
H
16
Phellandrene 50px Terpene, Diene, Cycloalkene
C
10
H
16
α-Terpinene Terpene, Diene, Cycloalkene
C
10
H
16
Limonene Terpene, Diene, Cycloalkene
C
11
H
24
Undecane Alkane
C
30
H
50
Squalene Terpene, Polyene
C
2n
H
4n
Polyethylene Alkane

References

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