1. Tardigrade
  2. Question
  3. Chemistry
  4. Identify the alkyne in the following sequence of reactions, Alkyne ->[H2][ textLindlar 's catalyst] A ->[ textOzonolysis] underset textonlyB <-[ textWacker][ textProcess] CH2 = CH2

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Q. Identify the alkyne in the following sequence of reactions,
$\ce{Alkyne ->[{H_2}][{\text{Lindlar 's catalyst}}] A}$$\ce{ ->[{\text{Ozonolysis}}] $\underset{\text{only}}{\ce{B}}$ }$$\ce{ <-[{\text{Wacker}}][{\text{Process}}] CH_2 = CH_2}$

VITEEEVITEEE 2009

Solution:

In Wacker process, alkene is oxidised into aldehyde.
$CH _{2}= CH _{2}+\frac{1}{2} O _{2} \ce{->[{ PdCl _{2} \cdot CuCl _{2}}][{ H _{2} O } ]}\underset{(B)}{CH _{3} CHO}$
Since on ozonolysis, only alkenes produce aldehydes, ' $A$' must be an alkene. To decide the structure of alkene that undergoes ozonolysis, bring the products together in such a way that $O$ atoms are face to face and, replace $O$ by double $(=)$ bond. Thus,

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