how hOCL is added into ethene ? give reason
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Answer:
Explanation:
echanism of electrophilic addition is used to explain the chlorohydrin formation reaction, or the addition of HO-Cl to alkenes and alkynes.
HO-Cl bond is polarized with a slight positive charge on the Chlorine atom and a slight negative charge on the oxygen atom of -OH. This sets up the chlorohydrin addition reaction, where the pi-electrons on the multiple bond act as the nucleophile (electron donor) and the Cl+ acts as the electrophile (electron acceptor).
Addition of Cl+ across the multiple bond results in the formation of a carbocation. Subsequent reaction (before or after a rearrangement to the most stable carbocation possible) with OH- results in the formation of chlorohydrin.
In case of HO-Cl reaction of ethyne, the initial addition of Cl+ results in a chlorenium ion, where the carbons as sp2 hybridized (planar) and an orthogonal empty p-orbital represents the positively charged carbocation. Also, there will TWO sequential addition reactions of HO-Cl. The resulting GEMINAL (on the same carbon) DIOL will eliminate H2O and form the corresponding aldehyde, as indicated below:
CH=_CH + HO-Cl —-> CH(Cl)=CH-OH
CH(Cl)=CH-OH + HO-Cl —-> CH(Cl)2-CH(OH)2 (gem diol)
CHCl2-CH(OH)2 —-> H2O + CHCl2-CH=O (aldehyde)
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Debojjal Bagchi