Benzimidazole contains a 5-member ring which by itself (lacking the benzene ring) is called "imidazole". Another 5-member ring heterocycle is called "thiophene". Thiophene and imidazole are both aromatic compounds. Please rationalize this claim in a sentence or two, based on your understanding of Huckel's rule and also rationalize by drawing resonance structures showing the stabilization. (Hint: it's easiest to start with thiophene). thiophene imidazole

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**Aromatic Compounds in Heterocycles: Thiophene and Imidazole**

**Introduction:**

Benzimidazole contains a 5-member ring which by itself (lacking the benzene ring) is called "imidazole." Another 5-member ring heterocycle is called "thiophene." Both of these compounds are characterized by their aromaticity. 

**Explanation:**

**Claim:** *Thiophene and imidazole are both aromatic compounds.*

**Analysis:**

Please rationalize this claim in a sentence or two, based on your understanding of Hückel's rule. Additionally, rationalize it by drawing resonance structures that illustrate the stabilization. (Hint: it’s easiest to start with thiophene).

**Diagrams:**

- **Thiophene:** A five-membered ring containing four carbon atoms and one sulfur atom. It is represented with alternating single and double bonds, indicating its aromatic nature.

- **Imidazole:** A five-membered ring containing three carbon atoms, one nitrogen atom, and one nitrogen with an adjacent hydrogen atom. It shows alternating single and double bonds typical of an aromatic system.
Transcribed Image Text:**Aromatic Compounds in Heterocycles: Thiophene and Imidazole** **Introduction:** Benzimidazole contains a 5-member ring which by itself (lacking the benzene ring) is called "imidazole." Another 5-member ring heterocycle is called "thiophene." Both of these compounds are characterized by their aromaticity. **Explanation:** **Claim:** *Thiophene and imidazole are both aromatic compounds.* **Analysis:** Please rationalize this claim in a sentence or two, based on your understanding of Hückel's rule. Additionally, rationalize it by drawing resonance structures that illustrate the stabilization. (Hint: it’s easiest to start with thiophene). **Diagrams:** - **Thiophene:** A five-membered ring containing four carbon atoms and one sulfur atom. It is represented with alternating single and double bonds, indicating its aromatic nature. - **Imidazole:** A five-membered ring containing three carbon atoms, one nitrogen atom, and one nitrogen with an adjacent hydrogen atom. It shows alternating single and double bonds typical of an aromatic system.
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