Answer:
Compound X has the formula C8H14.
X reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form a mixture of cis- and trans-1,2-dimethyl cyclohexane. Treatment of X with ozone followed by zinc in aqueous acid gives a ketone plus formaldehyde (CH2=O). What is the structure of X?
Explanation:
The degree of unsaturation in the given molecule C8H14 is:
DU=(Cn+1)-Hn/2-Xn/2+Nn/2
where,
Cn=number of carbon atoms
Hn=number of hydrogen atoms
Xn=number of halogen atoms
Nn=number of nitrogen atoms
C8H14:
DU=(8+1)-14/2
=>DU=9-7 =2
Hence, the given molecule will have either two double bonds or one double bond and one ring or two rings.
X reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form a mixture of cis- and trans-1,2-dimethylcyclohexane.
This indicates that the molecule X has one double bond and one ring that is cyclohexane ring.
Treatment of X with ozone follwed by zinc in aqueous acid gives a ketone plus formaldehyde (CH2=O).
So, the molecule has a ring and double bond CH2.
Based on the given data the structure of compound X is shown below:
The reaction sequence is shown below:
