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But-2-ene is an acyclic alkene with four carbon atoms. It is the simplest alkene exhibiting cis/trans-isomerism (also known as (E/Z)-isomerism); that is, it exists as two geometric isomers cis-but-2-ene ((Z)-but-2-ene) and trans-but-2-ene ((E)-but-2-ene). It is a petrochemical, produced by the catalytic cracking of crude oil or the dimerization ...
Because the cis–trans and E–Z systems compare different groups on the alkene, it is not strictly true that Z corresponds to cis and E corresponds to trans. For example, trans-2-chlorobut-2-ene (the two methyl groups, C1 and C4, on the but-2-ene backbone are trans to each other) is (Z)-2-chlorobut-2-ene (the chlorine and C4 are together ...
An illustrative example is the epoxidation of trans-2-butene with m-CPBA to give trans-2,3-epoxybutane: [4] The oxygen atom that adds across the double bond of the alkene is taken from the peroxy acid, generating a molecule of the corresponding carboxylic acid as a byproduct.
For example, of the isomers of butene, the two methyl groups of (Z)-but-2-ene (a.k.a. cis-2-butene) appear on the same side of the double bond, and in (E)-but-2-ene (a.k.a. trans-2-butene) the methyl groups appear on opposite sides. These two isomers of butene have distinct properties.
Trans-alkenes are about 1 kcal/mol more stable than cis-alkenes. An example of this effect is cis- vs trans-2-butene. The difference is attributed to unfavorable non-bonded interactions in the cis isomer. Terminal alkenes isomerize to internal alkenes in the presence of metal catalysts.
For example, when 2-iodobutane is treated with alcoholic potassium hydroxide (KOH), but-2-ene is the major product and but-1-ene is the minor product. [ 1 ] More generally, Zaytsev's rule predicts that in an elimination reaction the most substituted product will be the most stable, and therefore the most favored.
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For example, 2-butene exists in two isomeric forms: cis-2-butene and trans-2-butene. [2] The sub-categories of isomerases containing racemases, epimerases and cis-trans isomers are examples of enzymes catalyzing the interconversion of stereoisomers.