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Question about Organic Functions: Cyclic Hydrocarbons

Chemistry

Originais Teachy

Organic Functions: Cyclic Hydrocarbons

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(Originais Teachy 2024) - Question Easy of Chemistry

Cyclometanes are cyclic hydrocarbons characterized by their instability and high reactivity, due to the angular strain resulting from the three-dimensional arrangement of carbon atoms in the ring, notably when the cycle is composed of three or four carbons. Consider an experiment in which a sample of 1,2-di(chloromethane)cyclopropane is heated in a closed container at 100 °C, leading to the formation of reaction products. Describe what would be the structure of the expected main product in this experiment and identify the types of organic reactions that could occur for its formation, considering the properties of cyclometanes. Additionally, explain what factors contribute to the high reactivity of three and four-membered cyclometanes.
a.
The expected main product is 1,2-dichlorobutane, which is formed by a ring-opening reaction of cyclopropane, followed by a second substitution with another chlorine.
b.
The expected main product is methylcyclopropane, formed by a dehydration reaction of 1,2-di(chloromethane)cyclopropane.
c.
No reaction products will be formed, as 1,2-di(chloromethane)cyclopropane is a stable compound and does not undergo reactions at 100 °C.
d.
The expected main product is cyclobutane, which is formed by an intramolecular cyclization reaction of 1,2-di(chloromethane)cyclopropane.
e.
The reactivity of three and four-membered cyclometanes is low, therefore, at 100 °C 1,2-di(chloromethane)cyclopropane will remain intact.

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