Organic Compound Mystery: What is the Structure of Compound X?

What is the chemical formula of Compound X?

Compound X has the formula C8H14. How does this formula provide clues to the structure of Compound X?

What reactions does Compound X undergo, and what products are formed?

Compound X reacts with hydrogen in the presence of a palladium catalyst to form a mixture of cis- and trans-1-ethyl-3-methylcyclopentane. It also reacts with ozone followed by zinc in aqueous acid to produce a ketone and formaldehyde (CH2=O). How do these reactions help in determining the structure of Compound X?

Structural Analysis of Compound X

Compound X, with the formula of C8H14, is likely 3-ethyl-1-methylcyclopentene due to the reactions it undergoes with hydrogen and ozone, as well as the observed production of formaldehyde.

Organic chemistry holds the key to understanding the properties and structures of various compounds. In the case of Compound X, its formula of C8H14 indicates a structure that consists of 8 carbon atoms and 14 hydrogen atoms. By analyzing the reactions that Compound X undergoes, we can deduce the specific structure of this mysterious compound.

When Compound X reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst, it forms a mixture of cis- and trans-1-ethyl-3-methylcyclopentane. This reaction suggests that Compound X contains a cyclopentene nucleus with ethyl and methyl substituents attached. The formula C8H14 aligns with this structure, confirming our initial hypothesis.

Furthermore, the reaction of Compound X with ozone followed by zinc in aqueous acid results in the formation of a ketone and formaldehyde (CH2=O). This reaction pathway is characteristic of ozonolysis, which cleaves carbon-carbon double bonds to produce carbonyl compounds. The production of formaldehyde implies that one of the carbon atoms in the original double bond had only one other carbon attached to it, leading to the identification of the carbon bearing the methyl group in 3-ethyl-1-methylcyclopentene.

By combining the information from the formula, reactions, and products of Compound X, we can confidently conclude that the structure of X is 3-ethyl-1-methylcyclopentene. This exercise showcases the importance of understanding organic compound structures and the valuable insights they provide into chemical reactions and properties.

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