Question
Question: What are the cis and trans isomers of \(2 - {\text{butene}}\)?...
What are the cis and trans isomers of 2−butene?
Solution
2−butene is an alkene which exists as two versions: cis−2−butene and trans−2−butene. These two forms are conformational isomers, their structure differing in the position of the two terminal methyl groups. In cis−2−butene, the aforementioned methyl groups are on the same side, whereas in trans−2−butene, the methyl groups are on opposite sides.
Complete answer:
2−butene is an alkene containing 4 carbon atoms. It has the molecular formula C4H8. This alkene is acyclic in nature, and is the simplest alkene to exhibit cis-trans isomerism.
Cis-trans isomerism, also known as E-Z isomerism, is a term used in organic chemistry and a property shown by both organic and inorganic molecules. It is a type of isomerism falling under the category of stereoisomerism, where atoms have different spatial arrangement in three dimensional space. The prefixes “cis” and “trans” have latin roots, cis being translated to “this side of”, and trans being translated to “other side of”. In organic chemistry, cis isomers have functional groups on the same side of the carbon chain, while trans isomers have functional groups on the opposite sides of the carbon chain.
The diagram shown below has the pictorial representation of cis−2−butene and trans−2−butene.
It is clear that in cis−2−butene, the terminal methyl groups (at positions 1 and 4), are on the same side of the carbon chain, while in trans−2−butene, the terminal methyl groups are on the opposite sides of the carbon chain. Hence, we have successfully explained and diagrammatically represented the cis and trans isomers of 2−butene.
Note:
In principle, the cis and trans isomers of butene are conformational isomers, but theoretically, they can be interconverted by a simple rotation about the double bond. However, this rotation is not feasible, as the energy requirement of 66 kcalmol−1 is quite high. This requirement is not met under normal conditions of its existence.