Higher alkanes are

alkane In organic chemistry Organic chemistry is a subdiscipline within chemistry involving the science, scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms tha ...

s having nine or more

carbon Carbon () is a chemical element with the symbol C and atomic number 6. It is nonmetallic and tetravalent—its atom making four electrons available to form covalent chemical bonds. It belongs to group 14 of the periodic table. Carbon makes ...

atoms. Nonane is the lightest alkane to have a

flash point The flash point of a material is the "lowest liquid temperature at which, under certain standardized conditions, a liquid gives off vapours in a quantity such as to be capable of forming an ignitable vapour/air mixture". (EN 60079-10-1) The fl ...

above 25 °C, and is not classified as dangerously flammable. The term ''higher alkanes'' is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions.

Uses

Alkanes from nonane to hexadecane (those alkanes with nine to sixteen carbon atoms) are liquids of higher

viscosity The viscosity of a fluid is a measure of its resistance to deformation at a given rate. For liquids, it corresponds to the informal concept of "thickness": for example, syrup has a higher viscosity than water. Viscosity quantifies the inte ...

, which are less suitable for use in gasoline. They form instead the major part of diesel and

aviation fuel Aviation fuels are petroleum-based fuels, or petroleum and synthetic fuel blends, used to power aircraft. They have more stringent requirements than fuels used for ground use, such as heating and road transport, and contain additives to enhance ...

. Diesel fuels are characterised by their cetane number, cetane being an older name for hexadecane. However the higher melting points of these alkanes can cause problems at low temperatures and in polar regions, where the fuel becomes too thick to flow correctly. Mixtures of the normal alkanes are used as boiling point standards for simulated

distillation Distillation, or classical distillation, is the process of separating the components or substances from a liquid mixture by using selective boiling and condensation, usually inside an apparatus known as a still. Dry distillation is the he ...

by gas chromatography. Alkanes from hexadecane upwards form the most important components of

fuel oil Fuel oil is any of various fractions obtained from the distillation of petroleum (crude oil). Such oils include distillates (the lighter fractions) and residues (the heavier fractions). Fuel oils include heavy fuel oil, marine fuel oil (MFO), bu ...

and

lubricating oil A lubricant (sometimes shortened to lube) is a substance that helps to reduce friction between surfaces in mutual contact, which ultimately reduces the heat generated when the surfaces move. It may also have the function of transmitting forces, t ...

. In latter function they work at the same time as anti-corrosive agents, as their

hydrophobic In chemistry, hydrophobicity is the physical property of a molecule that is seemingly repelled from a mass of water (known as a hydrophobe). In contrast, hydrophiles are attracted to water. Hydrophobic molecules tend to be nonpolar and, ...

nature means that water cannot reach the metal surface. Many solid alkanes find use as

paraffin wax Paraffin wax (or petroleum wax) is a soft colorless solid derived from petroleum, coal, or oil shale that consists of a mixture of hydrocarbon molecules containing between 20 and 40 carbon atoms. It is solid at room temperature and begins to ...

, used for lubrication,

electrical insulation An electrical insulator is a material in which electric current does not flow freely. The atoms of the insulator have tightly bound electrons which cannot readily move. Other materials—semiconductors and conductors—conduct electric current ...

, and

candle A candle is an ignitable wick embedded in wax, or another flammable solid substance such as tallow, that provides light, and in some cases, a fragrance. A candle can also provide heat or a method of keeping time. A person who makes candl ...

s. Paraffin wax should not be confused with

beeswax Beeswax (''cera alba'') is a natural wax produced by honey bees of the genus ''Apis''. The wax is formed into scales by eight wax-producing glands in the abdominal segments of worker bees, which discard it in or at the hive. The hive workers ...

, which consists primarily of

ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...

s. Alkanes with a chain length of approximately 35 or more carbon atoms are found in

bitumen Asphalt, also known as bitumen (, ), is a sticky, black, highly viscous liquid or semi-solid form of petroleum. It may be found in natural deposits or may be a refined product, and is classed as a pitch. Before the 20th century, the term ...

(asphalt), used (for example) in road surfacing. However, the higher alkanes have little value and are usually split into lower alkanes by cracking.

Names

Some alkanes have non-IUPAC trivial names: * cetane, for hexadecane * cerane, for hexacosane

Properties

The properties listed here refer to the straight-chain alkanes (or: ''n-alkanes'').

Nonane to hexadecane

This group of n-alkanes is generally liquid under standard conditions.Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer Hartmut Höke "Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim.

Heptadecane to tetracosane

From this group on, the n-alkanes are generally solid at standard conditions.

Pentacosane to triacontane

Hentriacontane to hexatriacontane

Heptatriacontane to dotetracontane

Tritetracontane to octatetracontane

Nonatetracontane to tetrapentacontane

References

External links

International Chemical Safety Card 1245
(nonane)

(nonane)

(decane) {{alkanes Alkanes