2-Methylhexane

Last updated
2-Methylhexane
2-methylhexane-2D-skeletal.svg
2-methylhexane.png
2-methylhexane-3D-balls.png
Names
Preferred IUPAC name
2-Methylhexane [1]
Identifiers
3D model (JSmol)
1696856
ChemSpider
ECHA InfoCard 100.008.847 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 209-730-6
PubChem CID
RTECS number
  • MO3871500
UNII
UN number 3295
  • InChI=1S/C7H16/c1-4-5-6-7(2)3/h7H,4-6H2,1-3H3 Yes check.svgY
    Key: GXDHCNNESPLIKD-UHFFFAOYSA-N Yes check.svgY
  • CCCCC(C)C
Properties
C7H16
Molar mass 100.205 g·mol−1
AppearanceColorless liquid
Odor Odorless
Density 0.679 g cm−3
Melting point −119.0 to −117.8 °C; −182.3 to −180.1 °F; 154.1 to 155.3 K
Boiling point 89.6 to 90.6 °C; 193.2 to 195.0 °F; 362.7 to 363.7 K
Vapor pressure 15.7 kPa (at 37.7 °C)
19 nmol Pa−1 kg−1
-86.24·10−6 cm3/mol
1.384
Thermochemistry
222.92 J K−1 mol−1
323.34 J K−1 mol−1
−231.1–−228.5 kJ mol−1
−4.8127–−4.8103 MJ mol−1
Hazards
GHS labelling:
GHS-pictogram-flamme.svg GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg GHS-pictogram-pollu.svg
Danger
H225, H304, H315, H336, H410
P210, P261, P273, P301+P310, P331
NFPA 704 (fire diamond)
2
3
0
Flash point −1 °C (30 °F; 272 K)
280 °C (536 °F; 553 K)
Explosive limits 1–7%
Related compounds
Related alkanes
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

2-Methylhexane ( C 7 H 16, also known as isoheptane, ethylisobutylmethane) is an isomer of heptane. It is structurally a hexane molecule with a methyl group attached to its second carbon atom. It exists in most commercially available heptane merchandises as an impurity but is usually not considered as impurity in terms of reactions since it has very similar physical and chemical properties when compared to n-heptane (straight-chained heptane).

Being an alkane, 2-methylhexane is insoluble in water, but is soluble in many organic solvents, such as alcohols and ether. However, 2-methylhexane is more commonly considered as a solvent itself. Therefore, even though it is present in many commercially available heptane products, it is not considered as a destructive impurity, as heptane is usually used as a solvent. Nevertheless, by concise processes of distillation and refining, it is possible to separate 2-methylhexane from n-heptane.

Within a group of isomers, those with more branches tend to ignite more easily and combust more completely. Therefore, 2-methylhexane has a lower Autoignition temperature and flash point when compared to heptane. Theoretically 2-methylhexane also burns with a less sooty flame, emitting higher-frequency radiation; however, as heptane and 2-methylhexane differ by only one carbon atom, in terms of branching, both burn with a bright yellow flame when ignited.

Compared to n-heptane, 2-methylhexane also has lower melting and boiling points. A lower density of liquid is found in 2-Methylhexane than heptane.

On the NFPA 704 scale, 2-methylhexane is listed as a reactivity level-0 chemical, along with various other alkanes. In fact, most alkanes are unreactive except in extreme conditions, such as combustion or strong sunlight. At the presence of oxygen and flame, 2-methylhexane, like heptane, combusts mostly completely into water and carbon dioxide. With UV-light and mixed with halogens in solvents, usually bromine in 1,1,1-trichloroethane, a substitution reaction occurs.

See also

Related Research Articles

Alkane Type of chemical compound

In organic chemistry, an alkane, or paraffin, is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. Alkanes have the general chemical formula CnH2n+2. The alkanes range in complexity from the simplest case of methane, where n = 1, to arbitrarily large and complex molecules, like pentacontane or 6-ethyl-2-methyl-5-(1-methylethyl) octane, an isomer of tetradecane.

Aromatic compounds are those chemical compounds that contain one or more rings with pi electrons delocalized all the way around them. In contrast to compounds that exhibit aromaticity, aliphatic compounds lack this delocalization. The term "aromatic" was assigned before the physical mechanism determining aromaticity was discovered, and referred simply to the fact that many such compounds have a sweet or pleasant odour; however, not all aromatic compounds have a sweet odour, and not all compounds with a sweet odour are aromatic compounds. Aromatic hydrocarbons, or arenes, are aromatic organic compounds containing solely carbon and hydrogen atoms. The configuration of six carbon atoms in aromatic compounds is called a "benzene ring", after the simple aromatic compound benzene, or a phenyl group when part of a larger compound.

Alkene Type of chemical compound

In chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond.

Functional group Set of atoms in a molecule which augment its chemical and/or physical properties

In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis.

<i>Cis</i>–<i>trans</i> isomerism Pairs of molecules with same chemical formula showing different spatial orientations

Cistrans isomerism, also known as geometric isomerism or configurational isomerism, is a term used in chemistry that concerns the spatial arrangement of atoms within molecules. The prefixes "cis" and "trans" are from Latin: "this side of" and "the other side of", respectively. In the context of chemistry, cis indicates that the functional groups (substituents) are on the same side of some plane, while trans conveys that they are on opposing (transverse) sides. Cistrans isomers are stereoisomers, that is, pairs of molecules which have the same formula but whose functional groups are in different orientations in three-dimensional space. Cis-trans notation does not always correspond to EZ isomerism, which is an absolute stereochemical description. In general, cistrans stereoisomers contain double bonds that do not rotate, or they may contain ring structures, where the rotation of bonds is restricted or prevented. Cis and trans isomers occur both in organic molecules and in inorganic coordination complexes. Cis and trans descriptors are not used for cases of conformational isomerism where the two geometric forms easily interconvert, such as most open-chain single-bonded structures; instead, the terms "syn" and "anti" are used.

Haloalkane Group of chemical compounds derived from alkanes containing one or more halogens

The haloalkanes known as halogenoalkanes' or alkyl halides) are alkanes containing one or more halogen substituents. They are a subset of the general class of halocarbons, although the distinction is not often made. Haloalkanes are widely used commercially. They are used as flame retardants, fire extinguishants, refrigerants, propellants, solvents, and pharmaceuticals. Subsequent to the widespread use in commerce, many halocarbons have also been shown to be serious pollutants and toxins. For example, the chlorofluorocarbons have been shown to lead to ozone depletion. Methyl bromide is a controversial fumigant. Only haloalkanes that contain chlorine, bromine, and iodine are a threat to the ozone layer, but fluorinated volatile haloalkanes in theory may have activity as greenhouse gases. Methyl iodide, a naturally occurring substance, however, does not have ozone-depleting properties and the United States Environmental Protection Agency has designated the compound a non-ozone layer depleter. For more information, see Halomethane. Haloalkane or alkyl halides are the compounds which have the general formula "RX" where R is an alkyl or substituted alkyl group and X is a halogen.

Hexane Chemical compound

Hexane is an organic compound, a straight-chain alkane with six carbon atoms and has the molecular formula C6H14.

Octane Chemical compound

Octane is a hydrocarbon and an alkane with the chemical formula C8H18, and the condensed structural formula CH3(CH2)6CH3. Octane has many structural isomers that differ by the amount and location of branching in the carbon chain. One of these isomers, 2,2,4-trimethylpentane (commonly called iso-octane) is used as one of the standard values in the octane rating scale.

Heptane Chemical compound

Heptane or n-heptane is the straight-chain alkane with the chemical formula H3C(CH2)5CH3 or C7H16, and is one of the main components of gasoline (petrol). When used as a test fuel component in anti-knock test engines, a 100% heptane fuel is the zero point of the octane rating scale (the 100 point is 100% iso-octane). Octane number equates to the anti-knock qualities of a comparison mixture of heptane and isooctane which is expressed as the percentage of isooctane in heptane and is listed on pumps for gasoline (petrol) dispensed globally.

Cycloalkane

In organic chemistry, the cycloalkanes are the monocyclic saturated hydrocarbons. In other words, a cycloalkane consists only of hydrogen and carbon atoms arranged in a structure containing a single ring, and all of the carbon-carbon bonds are single. Cycloalkanes are named analogously to their normal alkane counterparts of the same carbon count: cyclopropane, cyclobutane, cyclopentane, cyclohexane, etc. The larger cycloalkanes, with more than 20 carbon atoms are typically called cycloparaffins.

Decane is an alkane hydrocarbon with the chemical formula C10H22. Although 75 structural isomers are possible for decane, the term usually refers to the normal-decane ("n-decane"), with the formula CH3(CH2)8CH3. All isomers, however, exhibit similar properties and little attention is paid to the composition. These isomers are flammable liquids. Decane is a component of gasoline (petrol) and kerosene. Like other alkanes, it is a nonpolar solvent, does not dissolve in water, and is readily combustible. Although it is a component of fuels, it is of little importance as a chemical feedstock, unlike a handful of other alkanes.

Unsaturated hydrocarbon

Unsaturated hydrocarbons are hydrocarbons that have double or triple covalent bonds between adjacent carbon atoms. The term "unsaturated" means more hydrogen atoms may be added to the hydrocarbon to make it saturated. The configuration of an unsaturated carbons include straight chain, such as alkenes and alkynes, as well as branched chains and aromatic compounds.

Pentane Alkane with 5 carbon atoms

Pentane is an organic compound with the formula C5H12—that is, an alkane with five carbon atoms. The term may refer to any of three structural isomers, or to a mixture of them: in the IUPAC nomenclature, however, pentane means exclusively the n-pentane isomer; the other two are called isopentane (methylbutane) and neopentane (dimethylpropane). Cyclopentane is not an isomer of pentane because it has only 10 hydrogen atoms where pentane has 12.

Nonane Chemical compound

Nonane is a linear alkane hydrocarbon with the chemical formula C9H20. It is a colorless, flammable liquid, occurring primarily in the component of the petroleum distillate fraction commonly called kerosene, which is used as a heating, tractor, and jet fuel. Nonane is also used as a solvent, distillation chaser, fuel additive, and a component in biodegradable detergents.

Halomethane compounds are derivatives of methane (CH4) with one or more of the hydrogen atoms replaced with halogen atoms (F, Cl, Br, or I). Halomethanes are both naturally occurring, especially in marine environments, and human-made, most notably as refrigerants, solvents, propellants, and fumigants. Many, including the chlorofluorocarbons, have attracted wide attention because they become active when exposed to ultraviolet light found at high altitudes and destroy the Earth's protective ozone layer.

Dodecane (also known as dihexyl, bihexyl, adakane 12, or duodecane) is an oily liquid n-alkane hydrocarbon with the chemical formula C12H26 (which has 355 isomers).

<i>tert</i>-Butyllithium Chemical compound

tert-Butyllithium is a chemical compound with the formula (CH3)3CLi. As an organolithium compound, it has applications in organic synthesis since it is a strong base, capable of deprotonating many carbon molecules, including benzene. tert-Butyllithium is available commercially as hydrocarbon solutions; it is not usually prepared in the laboratory. Its synthesis was first reported by R. B. Woodward in 1941.

In chemical nomenclature, nor- is a prefix to name a structural analog that can be derived from a parent compound by the removal of one carbon atom along with the accompanying hydrogen atoms. The nor-compound can be derived by removal of a CH
3
, CH
2
, or CH group, or of a C atom. The "nor-" prefix also includes the elimination of a methylene bridge in a cyclic parent compound, followed by ring contraction.. The terms desmethyl- or demethyl- are synonyms of "nor-".

This glossary of chemistry terms is a list of terms and definitions relevant to chemistry, including chemical laws, diagrams and formulae, laboratory tools, glassware, and equipment. Chemistry is a physical science concerned with the composition, structure, and properties of matter, as well as the changes it undergoes during chemical reactions; it features an extensive vocabulary and a significant amount of jargon.

2,3-Dimethylpentane Chemical compound

2,3-Dimethylpentane is an organic compound of carbon and hydrogen with formula C
7
H
16
, more precisely CH
3
CH(CH
3
)
CH(CH
3
)
CH
2
CH
3
: a molecule of pentane with methyl groups –CH
3
replacing hydrogen atoms on carbon atoms 2 and 3. It is an alkane, a fully saturated hydrocarbon; specifically, one of the isomers of heptane.

References

  1. "2-METHYLHEXANE - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification and Related Records. Retrieved 6 March 2012.