
Hexane, an alkane with a six-carbon chain and the molecular formula C6H14, has several constitutional isomers. Constitutional isomers, also known as structural isomers, are compounds that share the same molecular formula but differ in the connectivity of their atoms or in their structural arrangements. Hexane's constitutional isomers include 2-methylbutane, 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane, and 2,3-dimethylbutane. These isomers differ in the location of the methyl group(s) on the hexane chain and exhibit variations in their structural arrangements, making them distinct from hexane despite sharing the same molecular formula.
| Characteristics | Values |
|---|---|
| Molecular Formula | C6H14 |
| Constitutional Isomers | 2-methylbutane, 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane |
| Structure | Hexane is a straight-chain alkane with a six-carbon chain |
| Solubility | Hexane is non-polar and highly soluble in oil |
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What You'll Learn

Hexane and 2-methyl butane are constitutional isomers
Constitutional isomers can be defined as compounds that have the same molecular formula but different structural formulas. In other words, constitutional isomers have different connectivity of atoms in molecules. The molecular formula must be the same for both molecules, but the arrangement of atoms should be different. For example, n-butane and isobutane (or 2-methylpropane) are constitutional isomers of butane. N-butane has a straight-chain structure, while isobutane has a side chain in the molecule, resulting in different connectivity of atoms.
To determine if two compounds are constitutional isomers, we need to analyze their structures. We can count the number of each atom in both molecules and compare their molecular formulas. If the molecular formulas are the same but the arrangement of atoms is different, then the two compounds are constitutional isomers. This concept is also known as structural isomerism, where the bonds between the atoms differ. Stereoisomerism, or spatial isomerism, is another form of isomerism where the bonds are the same, but the relative positions of the atoms differ.
In summary, hexane and 2-methyl butane are constitutional isomers because they have the same molecular formula (C6H14) but different structural arrangements. Hexane has a straight-chain structure, while 2-methylbutane has a branched structure. Constitutional isomers, or structural isomers, are compounds that have the same molecular formula but differ in the connectivity of their atoms, resulting in different structures.
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Cyclohexane is not an isomer of hexane
Hexane and cyclohexane are two different chemical compounds with distinct properties. Hexane is a chemical compound with the molecular formula C6H14, while cyclohexane has the molecular formula C6H12. This difference in their molecular formulas means that hexane and cyclohexane are not isomers of each other.
Isomers are compounds that share the same molecular formula but differ in their structural arrangement. In other words, isomers have the same types and numbers of atoms but differ in how those atoms are connected and arranged spatially. For example, hexane and 2,2-dimethylbutane are isomers because they both have the molecular formula C6H14, but their atomic arrangements differ.
Cyclohexane, on the other hand, has a different molecular formula from hexane (C6H12 vs. C6H14), primarily due to the presence of a ring structure in cyclohexane that reduces the number of hydrogen atoms. This difference in molecular formula immediately disqualifies cyclohexane from being an isomer of hexane.
While cyclohexane is not an isomer of hexane, it does have its own set of isomers. Cyclohexane has 24 or 25 isomers, depending on the source. These isomers can be classified as either constitutional isomers or stereoisomers. Constitutional isomers, as mentioned earlier, have the same molecular formula but differ in their atomic connectivity. Stereoisomers, on the other hand, have the same chemical formula and bonds but differ in their spatial orientation, existing in either cis or trans forms.
In summary, cyclohexane and hexane are distinct chemical compounds with different molecular formulas (C6H12 and C6H14, respectively). This difference in molecular formula means that cyclohexane cannot be considered an isomer of hexane. Isomers must share the same molecular formula, and while cyclohexane has its own set of isomers, it does not share this relationship with hexane.
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2,2-dimethylbutane is a constitutional isomer of hexane
Hexane, an organic chemical compound, has the molecular formula C6H14. Its constitutional isomers will have the same molecular formula but different structural arrangements. 2,2-dimethylbutane, also known as neohexane, has the formula C6H14, making it a structural isomer of hexane.
Constitutional isomers, also known as structural isomers, are compounds with the same molecular formula but different connectivity. In the case of hexane and 2,2-dimethylbutane, both have the molecular formula C6H14 but differ in their structural arrangement. This makes 2,2-dimethylbutane a constitutional isomer of hexane.
The discovery of 2,2-dimethylbutane, or neohexane, is credited to Butlerov's student V. Goryainov in 1872. It was first synthesised through the cross-coupling of zinc ethyl with tert-butyl iodide. This organic compound is notable for being the most compact and branched isomer of hexane, with a unique quaternary carbon and a butane (C4) backbone.
The structural difference between hexane and 2,2-dimethylbutane can be visualised as follows: hexane has a straight-chain structure, whereas 2,2-dimethylbutane has a branched structure. This branching occurs due to the presence of two methyl groups attached to one of the carbon atoms in the carbon chain, resulting in the compound's alternative name, neohexane.
In summary, 2,2-dimethylbutane (neohexane) is a constitutional isomer of hexane because they share the same molecular formula (C6H14) but exhibit different structural arrangements, with hexane having a straight-chain structure and 2,2-dimethylbutane featuring a branched structure.
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2,3-dimethylbutane is a constitutional isomer of hexane
Hexane is an organic compound with the molecular formula C6H14. It is a saturated hydrocarbon that is used as a solvent to extract soybean oil from soybeans, among other uses. As the number of carbon atoms increases, so does the number of isomers. Hexane has five isomers, including 2,3-dimethylbutane.
Constitutional isomers, also known as structural isomers, are compounds that share the same molecular formula but differ in the arrangement of their atoms. In the case of hexane, its constitutional isomers will have the formula C6H14 but will differ in their structural arrangements.
2,3-dimethylbutane is one such isomer. It shares the molecular formula C6H14 with hexane but has a different structural arrangement. This means that 2,3-dimethylbutane is a constitutional isomer of hexane.
The International Union of Pure and Applied Chemistry (IUPAC) has devised a systematic way of naming hydrocarbons and other organic compounds, known as the IUPAC System of Nomenclature. This system is used worldwide and helps to assign unique names to the increasing number of possible isomers as the number of carbon atoms increases.
The rules of the IUPAC System of Nomenclature include using a stem name to indicate the number of carbon atoms in the longest continuous chain (LCC). Any atoms or groups attached to this carbon chain, called substituents, are then named, with their positions indicated by numbers. This systematic approach helps to distinguish between the various isomers of hexane, including 2,3-dimethylbutane.
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2-methylpentane is a constitutional isomer of hexane
Hexane is a chemical compound with the molecular formula C6H14. Its constitutional isomers will have the same molecular formula but a different structural arrangement. 2-methylpentane, also known as isohexane, is one such isomer. It is a branched-chain alkane with the same molecular formula as hexane, but with a different connectivity of atoms. Specifically, 2-methylpentane is composed of a methyl group bonded to the second carbon atom in a pentane chain. This structural difference makes 2-methylpentane a constitutional isomer of hexane.
Constitutional isomers, also known as structural isomers, are compounds that share the same molecular formula but differ in the way their atoms are connected. In the case of hexane and 2-methylpentane, both have the molecular formula C6H14, indicating that they contain the same number of carbon and hydrogen atoms. However, the arrangement of these atoms differs between the two compounds.
The "2" in 2-methylpentane indicates that the methyl group is attached to the second carbon atom in the pentane chain. This distinguishes it from other isomers such as 3-methylpentane, where the methyl group is attached to the third carbon atom. The presence of a methyl group in 2-methylpentane introduces a branch in the carbon chain, resulting in a structural arrangement distinct from that of unbranched hexane.
The difference in atomic connectivity between hexane and 2-methylpentane is what defines their isomeric relationship. Isomerism is a fundamental concept in chemistry, describing how the arrangement of atoms within a molecule can vary while retaining the same molecular formula. This concept extends beyond just hexane and its isomers, playing a crucial role in understanding the diverse chemical behaviours and properties exhibited by different substances.
In summary, 2-methylpentane, or isohexane, is a constitutional isomer of hexane due to its identical molecular formula and distinct structural arrangement. This isomeric relationship highlights the fascinating world of chemistry, where subtle changes in atomic connectivity give rise to unique compounds with their own distinct characteristics.
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Frequently asked questions
Hexane and 2-methylbutane.
Constitutional isomers, also known as structural isomers, are compounds that have the same molecular formula but different connectivity.
C6H14.























