Alkanes or saturated hydrocarbons properties, examples

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Egbert Haynes

The alkanes or saturated hydrocarbons they are characterized by having in their structure only single covalent bonds. This means that the carbon atoms present in these species are bound to the maximum number of hydrogen atoms with which it is possible for them to form bonds, for this reason they are known as saturated.

In the universe of organic chemistry, alkanes, also known as paraffins, are considered quite abundant and very important species, belonging to the group of aliphatic hydrocarbons (like unsaturated hydrocarbons)..

The simplest saturated hydrocarbon that can be formed is taken as an example: methane, a compound found in the gas phase under standard ambient conditions (25 ° C and atm), whose formula is CH4.

As can be seen, the only carbon atom present in this molecule has four simple bonds, one with each hydrogen atom..

Alkenes and alkynes have important commercial uses, as in the case of ethylene and propylene; but they are also more reactive compounds than saturated hydrocarbons, making them have a high range of reactions that arise from common alkenes and alkynes..

Article index

  • 1 Nomenclature of alkanes
    • 1.1 Nomenclature of linear saturated hydrocarbons
    • 1.2 Nomenclature of branched saturated hydrocarbons
    • 1.3 Nomenclature of cyclic saturated hydrocarbons
  • 2 Properties
    • 2.1 Geometric isomerization
    • 2.2 Acidity
    • 2.3 Polarity
    • 2.4 Boiling and melting points
  • 3 Examples of alkanes
    • 3.1 Linear alkanes
    • 3.2 Branched alkanes
    • 3.3 Cycloalkanes
  • 4 References

Nomenclature of alkanes

In order to correctly name alkanes or saturated hydrocarbons, the first thing to keep in mind is that according to the IUPAC (International Union of Pure and Applied Chemistry) the systematic nomenclature for the four simplest alkanes should not be applied..

Nomenclature of linear saturated hydrocarbons

These compounds have the general formula CnH2n + 2, where the value of n can only be positive integers (n = 1,2, ...), and they are named using the prefix corresponding to the number of carbon atoms and the suffix is ​​added -year.

So, the first four saturated molecules are: methane (CH4), ethane (CtwoH6), propane (C3H8) and butane (C4H10).

To begin with the nomenclature of the alkanes that have between five and ten carbon atoms, the number of these atoms that are present in the longest chain is counted, as long as it is continuous.

In addition, in the event that a hydrogen atom is subtracted from an alkane, it becomes a substituent, that is, a group whose termination is changed -year for -ilo. For example, methane (CH4) would become methyl (-CH3) and similarly with the other molecules.

Taking into account what has been stated so far, and adding that the count should always be started with the carbon atom that has the closest substituent, the position of the substituent is indicated followed by the name of the alkane..

Thus, the above compound is called 3-methylpentane.

Branched saturated hydrocarbon nomenclature

Similarly, branched-chain alkanes have the same general formula as linear ones, but with n> 2. Thus, each time one or more atoms or groups of atoms substitute for one or more hydrogen atoms, the location of these substituents must be pointed out..

If there are several branches of groups of the same alkyl type, the expressions gave-, tri- or tetra- to indicate the amount of these substituents, preceded by the indication of their positions and ending with the name of the alkane.

In the event that the substituents are different, they are named according to alphabetical order, and may also have non-carbon substituents, such as chlorine (Cl) or nitro (NOtwo).

In all cases, to count the carbon numbers of the main chain, the smallest number is given to the carbon that is linked to the lowest substituent in the alphabetical order, and continues to follow that direction.

Nomenclature of cyclic saturated hydrocarbons

Cyclic-type saturated hydrocarbons, better known as cycloalkanes have the general formula CnH2n, where n = 3,4,…

In these organic molecules, the carbon atoms that make it up are arranged in a closed manner, that is, their structure forms a ring.

To name these species, the guidelines described above for linear and branched alkanes are followed, only adding the prefix cycle-. Likewise, cyclopropane (C3H6) as the simplest cycloalkane.

Similarly, these molecules can contain more than one ring integrated into their main chain, with a minimum of three carbon atoms and even forming highly complex structures..

Properties

Saturated hydrocarbons have the main characteristic of forming simple bonds between their atoms, which makes them a very large group of molecules and gives them quite specific properties as detailed below:

Geometric isomerization

The structure of alkane molecules produces modifications in their physical and chemical properties, due to the conformation of the four bonds that carbon can form..

This means that despite the fact that in these molecules the carbon has a hybridization of the sp type3, the angles between their adjacent atoms can vary depending on the type of atom.

To explain it more precisely, cycloalkanes have torsion angles that give them a unique characteristic called stereochemistry, which can affect the energies of the molecule and other factors inherent to it, such as giving it spectroscopic and optical properties..

Acidity

Saturated hydrocarbons show a fairly low reactivity to ionic and other polar species. At the same time, they have practically no interaction with acidic and alkaline substances..

Polarity

Alkanes are considered non-conductive, because they have practically zero polarity in the presence of an electric field. Thus, hydrogen bonds cannot be formed to allow its solubility in polar solvents..

So they are practically soluble in all non-polar solvents, being immiscible with polar solvents such as water..

Boiling and melting points

In saturated hydrocarbons, intermolecular interactions occur due to van der Waals forces, in which stronger interactions translate into higher boiling points.

A similar trend is observed for melting points, but this is due to the packaging capacity of the molecule..

Since these interactions are directly related to the molecular weight of the species, the larger the molecule its boiling and melting points will be higher..

Thus, by having a more rigid structure that gives them an intermolecular contact plane, cycloalkanes have higher boiling and melting points than their corresponding linear alkanes..

Examples of alkanes

Linear alkanes

Methane: It is a colorless and odorless gas that occurs abundantly in nature and as a product of certain human activities. Methane is the simplest member of alkanes and is among the most potent of the greenhouse gases (Encyclopædia Britannica, 2017).

Ethane: it is a gas that is mainly found in natural gas and is used in mixtures with other gases to produce fuels.

Propane: it is a colorless gas, which is found in natural gas and is used as a fuel in homes and industries. The chemical formula of propane is C3H8 and the extended formula is CH3CHtwoCHtwo (Propane Formula, S.F).

Butane: o n-butane is one of dozens of gases extracted from crude natural gas and can also be produced from crude oil. N-butane is a colorless multi-purpose gas. Butane can be used for heating, cooling and lighter fuel.

N-pentane: is a clear colorless liquid with a petroleum-like odor. Pentane is found in alcoholic beverages and hop oil. This alkane is a component of some fuels and is used as a specialty solvent in the laboratory..

N-hexane: It is a colorless transparent liquid with a petroleum-like odor. Found in citrus fruits, it is used to extract edible oils from seeds and vegetables, as a special-purpose solvent, and as a cleaning agent.

N-heptane: is a colorless clear liquid with a petroleum-like odor. It is found in cardamom. Less dense than water and insoluble in water. Vapors heavier than air.

N-octane: is a colorless liquid with a gasoline odor. Less dense than water and insoluble in water. Therefore it floats on the water. Produces irritating vapor.

Methyl chloride: Also called chloromethane, it is a colorless gas. It is the simplest haloalkane, used in the manufacture of silicone polymers and in the manufacture of other chemical products.

Chloroform: it is a colorless, odorous and highly volatile liquid that has been widely used for its anesthetic properties. Due to these properties, it has a reputation for being able to stun or hit people, even when consumed in small doses (MoviesDoes Chloroform Really Knock You Out As Quickly As They Show In Movies ?, 2016).

Carbon tetrachloride: also called tetrachloromethane, a colorless, dense, highly toxic, volatile, non-flammable liquid that has a characteristic odor and is used as a solvent.

Chloroethane: it is a gas that condenses under slight pressure. Chloroethane is used primarily for local pain relief in sports medicine (National Center for Biotechnology Information., 2017).

Bromoethane: also known as ethyl bromide, it is a colorless volatile liquid, slightly soluble and denser than water. Vapors are heavier than air. It is used to make pharmaceuticals and as a solvent.

Branched alkanes

Isobutane: is a colorless gas with a faint petroleum odor. It is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. Easily turns on.

IsopentaneAlso called 2-methylbutane, it is a colorless aqueous liquid with a gasoline odor. Floats in the water. Produces flammable and irritating vapor (National Center for Biotechnology Information. PubChem Compound Database ;, 2017).

2-methylpentane: is a branched-chain alkane with the molecular formula C6H14. It is a watery liquid with a gasoline odor that floats on water and produces an irritating vapor.

3, 3-Dimethylhexane: found in herbs and spices. 3, 3-Dimethylhexane is a component of Osmanthus fragrans (sweet osmanthus) oil and ginseng.

2,3-Dimethylhexane: found in fruits. 2,3-Dimethylhexane is a volatile component of starch.

Neopentane: it is a liquid less dense than water. Insoluble in water but soluble in alcohol (National Center for Biotechnology Information., 2015).

2, 2, 4-trimethylpentane: o Isooctane is released into the environment through the manufacture, use, and disposal of products associated with the petroleum industry. 2,2,4-trimethylpentane penetrated the skin of a human being and caused necrosis of the skin and tissue in the hand, requiring surgery (National Center for Biotechnology Information., 2017).

Cycloalkanes

Cyclopropane: is a colorless gas with an odor similar to petroleum. Contact with the liquid can cause frostbite. Can suffocate by air displacement and has a narcotic effect in high concentration.

Cyclobutane: Gas that condenses to a liquid at 13 ° C. Insoluble in water. Soluble in alcohol, acetone and ether.

Cyclopentane: It is a colorless transparent liquid with a petroleum-like odor. Less dense than water and insoluble in it. Vapors are heavier than air.

Cyclohexane: found in kohlrabi. Diluent in color additive mixtures for food use.

Cycloheptane: it is a colorless oily liquid, insoluble and less dense than water. Inhalation of high concentrations can have a narcotic effect. Used to make other chemicals.

Cyclooctane: is a polycyclic hydrocarbon with nine carbon atoms. Insoluble in water.

Methylcyclohexane: It is a colorless transparent liquid with a petroleum-like odor. In methylcyclohexane, the chair conformation in which the large methyl group is equatorial is the most stable and therefore the most populated of all possible conformations (Carey, 2011).

Isopropyl cyclohexane: it is a colorless liquid found in fruits. Isopropyl cyclohexane is found in Carica papaya (papaya).

methylcyclopentane: it is a colorless insoluble liquid and less dense than water. Vapors can be narcotic and irritating. Methylcyclopentane is isolated from Helianthus annuus (sunflower).

Norborano: it is a bicyclic alkane also called bicyclo [2,2,1] heptane with the formula C7H12.

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