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An unsaturated hydrocarbon on complete h...

An unsaturated hydrocarbon on complete hydrogenation gives 1-isopropl-3-methylcyclohexane, after ozonolysis it gives one mole of formaldehyde, one mole of acetone and one mole of 2,4-Dixoxohexanedial.The possible structure of the hydrocarbon may be

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To determine the possible structure of the unsaturated hydrocarbon based on the given information, we will follow these steps: ### Step 1: Analyze the Products of Ozonolysis The unsaturated hydrocarbon yields: - 1 mole of formaldehyde (HCHO) - 1 mole of acetone (CH₃COCH₃) - 1 mole of 2,4-dioxohexanedial **Structures:** - **Formaldehyde:** HCHO (a carbonyl group with two hydrogens) - **Acetone:** (CH₃)₂CO (a carbonyl group with two methyl groups) - **2,4-Dioxohexanedial:** This compound has two carbonyl groups (C=O) at positions 2 and 4, and two aldehyde groups (C=O) at the ends. ### Step 2: Determine the Structure of 2,4-Dioxohexanedial The structure of 2,4-dioxohexanedial can be drawn as follows: - It has a six-carbon chain (hexane). - The carbonyl groups are at the 2nd and 4th positions. - The two ends are aldehyde groups. The structure can be represented as: ``` O=CH-CH=O | C=O ``` This indicates that there are two carbonyl groups in the middle of the chain. ### Step 3: Consider the Ozonolysis Reaction During ozonolysis, the double bonds in the unsaturated hydrocarbon are cleaved, resulting in the formation of the carbonyl compounds. The presence of formaldehyde and acetone suggests that the original hydrocarbon must have had a structure that could yield these products upon cleavage. ### Step 4: Identify the Unsaturated Hydrocarbon Given that the hydrogenation of the unsaturated hydrocarbon yields 1-isopropyl-3-methylcyclohexane, we can deduce that the original hydrocarbon must have a structure that, when hydrogenated, results in this cyclic compound. ### Step 5: Construct the Possible Structure To satisfy both the ozonolysis products and the hydrogenation product, we can propose a structure for the unsaturated hydrocarbon. The likely structure is: ``` CH3 | CH3-CH-CH=CH-CH2-CH3 ``` This structure has: - A double bond that can be cleaved to give formaldehyde and acetone. - The ability to hydrogenate to form 1-isopropyl-3-methylcyclohexane. ### Conclusion The possible structure of the unsaturated hydrocarbon is: ``` CH3 | CH3-CH-CH=CH-CH2-CH3 ```

To determine the possible structure of the unsaturated hydrocarbon based on the given information, we will follow these steps: ### Step 1: Analyze the Products of Ozonolysis The unsaturated hydrocarbon yields: - 1 mole of formaldehyde (HCHO) - 1 mole of acetone (CH₃COCH₃) - 1 mole of 2,4-dioxohexanedial ...
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