Podcast
Questions and Answers
What does pyrrole form in dilute acids?
What does pyrrole form in dilute acids?
- Dimer
- Monomer
- Trimer (correct)
- Polymeric product known as pyrrole red
Which type of aromatic character do these five-membered heterocycles belong to?
Which type of aromatic character do these five-membered heterocycles belong to?
- Aromatic character with 4n + 2 = 4 electrons
- Aromatic character with 4n + 2 = 8 electrons
- Aromatic character with 4n + 2 = 6 electrons (correct)
- Non-aromatic character
Which atom in furan and thiophene is sp2 hybridized?
Which atom in furan and thiophene is sp2 hybridized?
- Oxygen atom in furan and sulfur atom in thiophene (correct)
- Nitrogen atom in furan and nitrogen atom in thiophene
- Sulfur atom in furan and oxygen atom in thiophene
- Carbon atom in furan and carbon atom in thiophene
What property of pyrrole makes it undergo electrophilic substitution more favorably at the 𝛼- (2- ) position?
What property of pyrrole makes it undergo electrophilic substitution more favorably at the 𝛼- (2- ) position?
What type of substitution do furan, thiophene, and pyrrole undergo at the 𝛼- (2- ) position?
What type of substitution do furan, thiophene, and pyrrole undergo at the 𝛼- (2- ) position?
Study Notes
Heterocycles
- In dilute acids, pyrrole forms a cation.
Aromatic Character
- Five-membered heterocycles, such as pyrrole, furan, and thiophene, belong to non-benzenoid aromatic compounds.
Hybridization in Furan and Thiophene
- In furan and thiophene, the oxygen and sulfur atoms, respectively, are sp2 hybridized.
Electrophilic Substitution in Pyrrole
- The high electron density at the 𝛂- (2-) position in pyrrole makes it undergo electrophilic substitution more favorably at this position.
Substitution in Furan, Thiophene, and Pyrrole
- Furan, thiophene, and pyrrole undergo electrophilic substitution at the 𝛂- (2-) position.
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Description
Test your knowledge on the topic of heterocyclic chemistry, specifically focusing on five-membered heterocycles and their aromatic character. This quiz is based on lecture #7 of the Pharmaceutical Organic Chemistry-3 course for Clinical PharmD students at National Mansoura University.