Pharmaceutical Organic Chemistry-3 Quiz

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Questions and Answers

Which type of substitution reactions do furan, thiophene, and pyrrole undergo?

  • They do not undergo any substitution reactions
  • Only undergo electrophilic substitution at the 𝛽- position
  • Only undergo nucleophilic substitution reactions
  • Undergo both electrophilic and nucleophilic substitution reactions (correct)

Which of the following is a basic property of pyrrole?

  • Has strong acidic properties
  • Forms a trimer in concentrated solutions (correct)
  • Undergoes electrophilic substitution at the 𝛽- position
  • Undergoes nucleophilic substitution reactions easily

Which statement about the aromatic character of these five-membered heterocycles is correct?

  • They do not exhibit any aromatic character
  • Their aromatic character is due to the presence of 3 p-electrons
  • Their aromatic character is due to the presence of 5 p-electrons
  • Their aromatic character is similar to that of benzene (correct)

Which atom in furan and thiophene is sp2 hybridized?

<p>Oxygen in furan and sulphur in thiophene (C)</p> Signup and view all the answers

What is the color of the polymeric product known as pyrrole red?

<p>Dark colored (C)</p> Signup and view all the answers

Polymeric product known as pyrrole red is formed in __________ solutions

<p>concentrated</p> Signup and view all the answers

Pyrrole has a weak __________ property

<p>acidic</p> Signup and view all the answers

Furan, thiophene and pyrrole undergo electrophilic substitution at the 𝛼- (2- ) __________

<p>position</p> Signup and view all the answers

The oxygen atom in furan and the sulphur atom in thiophene are __________ hybridized

<p>sp2</p> Signup and view all the answers

Pyrrole in dilute acids forms a trimer and in concentrated solutions it polymerizes to a dark colored polymeric product known as __________

<p>pyrrole red</p> Signup and view all the answers

Flashcards

Furan, thiophene, and pyrrole reactions

Furan, thiophene, and pyrrole undergo both electrophilic and nucleophilic substitution reactions.

Pyrrole's basic property

Pyrrole forms a trimer in concentrated solutions.

Aromatic character of five-membered heterocycles

Furan, thiophene, and pyrrole have similar aromatic character to benzene.

Hybridization in furan and thiophene

The oxygen atom in furan and the sulfur atom in thiophene are sp2 hybridized.

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Pyrrole red color

The polymeric product known as pyrrole red is dark colored.

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Pyrrole red formation conditions

Pyrrole red is formed in concentrated solutions.

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Pyrrole's acidic property

Pyrrole has a weak acidic property.

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Electrophilic substitution position

Furan, thiophene, and pyrrole undergo electrophilic substitution at the 𝛼- (2-) position.

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Oxygen and sulfur hybridization in furan and thiophene

The oxygen atom in furan and the sulfur atom in thiophene are sp2 hybridized.

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Pyrrole polymerization product

In concentrated solutions, pyrrole polymerizes to a dark colored polymeric product known as pyrrole red.

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Study Notes

Heterocycles: Furan, Thiophene, and Pyrrole

  • Furan, thiophene, and pyrrole undergo electrophilic substitution reactions.
  • Pyrrole has a basic property, which is being weakly basic.

Aromatic Character

  • The correct statement about the aromatic character of these five-membered heterocycles is that they exhibit aromatic character.

Hybridization

  • In furan and thiophene, the oxygen and sulfur atoms, respectively, are sp2 hybridized.

Pyrrole Red

  • Pyrrole red is a dark-colored polymeric product formed in acidic solutions.
  • Pyrrole has a weak acidic property.

Substitution Reactions

  • Furan, thiophene, and pyrrole undergo electrophilic substitution at the 𝛼- (2-) position.

Acidic Reactions

  • Pyrrole in dilute acids forms a trimer and in concentrated solutions, it polymerizes to form pyrrole red.

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