5 Questions
Which heterocycle has the highest boiling point?
Pyrrole
What is the general state of pyrrole, furan, and thiophene at room temperature?
Colorless liquids
What is the order of reactivity for electrophilic substitution on the ring carbon?
S > N > O
In which reaction do pyrrole, furan, and thiophene tend to react by electrophilic substitution on the ring carbon?
Electrophilic substitution
What causes pyrrole to have a relatively high boiling point compared to furan and thiophene?
Intermolecular hydrogen bonding
Study Notes
Heterocycles and their Properties
- Pyrrole has the highest boiling point among the three heterocycles.
State of Heterocycles at Room Temperature
- Pyrrole, furan, and thiophene are liquids at room temperature.
Reactivity of Heterocycles
- The order of reactivity for electrophilic substitution on the ring carbon is: thiophene > furan > pyrrole.
Electrophilic Substitution Reactions
- Pyrrole, furan, and thiophene tend to react by electrophilic substitution on the ring carbon in the presence of electrophiles.
Boiling Point of Pyrrole
- The relatively high boiling point of pyrrole is due to its ability to form hydrogen bonds with itself, which requires more energy to break, thus increasing its boiling point compared to furan and thiophene.
Test your knowledge of the general characteristics of pyrrole, furan, and thiophene in heterocyclic chemistry. Learn about their boiling points, intermolecular hydrogen bonding, and aromaticity.
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