Structures 1 and 2 are isomeric compounds with the molecular formula C10H16 and both afford 1-isopropyl-4-methylcyclohexane upon catalytic hydrogenation. However, upon ozonolysis followed by oxidative workup, each structure yields different products. Provide structures for 1 and 2 and explain your reasoning succinctly. 1 or 2 1 2 1.03 2. H₂02 H₂ Pd/C HO 1-isopropyl-4-methylcyclohexane 1.03 2. H₂O2 H3C OH + H3C 요요. OH + H3C. CH3 CH3 CH3 X OH

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Structures 1 and 2 are isomeric compounds with the molecular formula C10H16 and both afford 1-isopropyl-4-methylcyclohexane upon
catalytic hydrogenation. However, upon ozonolysis followed by oxidative workup, each structure yields different products. Provide
structures for 1 and 2 and explain your reasoning succinctly.
1 or 2
1
2
1.03
2. H₂O2
H₂
Pd/C
HO
1-isopropyl-4-methylcyclohexane
1.03
2. H₂O2 H3C
OH
요요
+
OH
H3C
+H3C.
O
CH3
CH3
CH3
I
ila
OH
Transcribed Image Text:Structures 1 and 2 are isomeric compounds with the molecular formula C10H16 and both afford 1-isopropyl-4-methylcyclohexane upon catalytic hydrogenation. However, upon ozonolysis followed by oxidative workup, each structure yields different products. Provide structures for 1 and 2 and explain your reasoning succinctly. 1 or 2 1 2 1.03 2. H₂O2 H₂ Pd/C HO 1-isopropyl-4-methylcyclohexane 1.03 2. H₂O2 H3C OH 요요 + OH H3C +H3C. O CH3 CH3 CH3 I ila OH
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