Aliphatic compound

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Rich Farmbrough (talk | contribs) at 15:58, 14 November 2020 (→‎Examples of aliphatic compounds / non-aromatic: Copyedit.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

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 (/ˌælɪˈfætɪk/; G. aleiphar, fat, oil), also known as non-aromatic hydrocarbons. Aliphatics can be cyclic; however, hydrocarbons with conjugated pi-systems that obey Hückel's rule are instead considered to demonstrate aromaticity.[1] Aliphatic compounds can be saturated, like hexane, or unsaturated, like hexene and hexyne. Open-chain compounds (whether straight or branched) contain no rings of any type, and are thus aliphatic.

Structure

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

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 Bunsen burners and as liquefied natural gas (LNG), and ethyne (acetylene) in welding.

Examples of aliphatic compounds / non-aromatic

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
CH4 Methane Alkane
C2H2 Acetylene Alkyne
C2H4 Ethylene Alkene
C2H6 Ethane Alkane
C3H4 Propyne Alkyne
C3H6 Propene Alkene
C3H8 Propane Alkane
C4H6 1,2-Butadiene Diene
C4H6 1-Butyne Alkyne
C4H8 1-Butene Alkene
C4H10 Butane Alkane
C6H10 Cyclohexene Cycloalkene
C5H12 n-pentane Alkane
C7H14 Cycloheptane Cycloalkane
C7H14 Methylcyclohexane Cyclohexane
C8H8 Cubane Octane
C9H20 Nonane Alkane
C10H12 Dicyclopentadiene Diene, Cycloalkene
C10H16 Phellandrene Terpene, Diene Cycloalkene
C10H16 α-Terpinene Terpene, Cycloalkene, Diene
C10H16 Limonene Terpene, Diene, Cycloalkene
C11H24 Undecane Alkane
C30H50 Squalene Terpene, Polyene
C2nH4n 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