In polyenes that contain differently substitu | vedclass

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(B) The molecule is limonene,which has two $(C=C)$ double bonds: one is a trisubstituted double bond inside the ring,and the other is a disubstituted

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$1-$methyl$-4-$isopropylcyclohex$-1-$ene

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(B) The molecule is limonene,which has two $(C=C)$ double bonds: one is a trisubstituted double bond inside the ring,and the other is a disubstituted terminal double bond (exocyclic). Catalytic hydrogenation using $PtO_2$ is sensitive to the steric hindrance and the stability of the alkene. The less substituted (and thus less stable) double bond is more reactive towards hydrogenation. The terminal exocyclic double bond is less substituted and more accessible than the endocyclic trisubstituted double bond. Therefore,the terminal double bond is reduced first to form $1$-methyl-$4$-isopropylcyclohex-$1$-ene.

In polyenes that contain differently substituted $(C=C)$ double bonds,it is possible to hydrogenate chemoselectively one $(C=C)$ double bond. The product of the reaction of limonene with one mole of $H_2$ in the presence of $PtO_2$ is:

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