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I have a following reaction (see below). I found the section of reduction and oxidation states in my book but there is nothing about cyclohexenes. I know that the double bond will be reduced in this reaction but what I have no idea what happens to those substituents. Why do they move around and what are their orientations? enter image description here

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  • $\begingroup$ You know how reaction works, but not rotated molecule... Wow $\endgroup$ – Mithoron Apr 29 '17 at 20:48
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Note: This is a homework question, so I will not give a complete answer.

$\ce{H2/Pd}$ is a reducing agent, and it acts so by adding hydrogen to the double bonds. Alkenes are converted to alkanes. This proceeds via a concerted pathway, so rearrangements due to carbonation shifts do not occur. Now I think you can proceed from here.

As far as those substituents are concerned, think carefully on what would happen.

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The reaction with $H_2/Pd$ is one of the ways to reduce alkenes to alkanes. This takes place over the Palladium surface which has $H$ adsorbed on it. Hence we can think of cis addition in this case.enter image description here

It is clear through the mechanism that there is no formation of carbocations. So we need not worry of rearrangements. Now from the options up there it is quite clear I suppose. Hope it was helpful.

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