Why is thiophene less basic?
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Why is thiophene less basic?
Pyrrol, furan or thiophene don’t have any bond pair electrons free to release which is why they shouldn’t be basic, but the lecturer of organic chemistry is saying that they are basic as they react with hydrochloric acid to form salts.
Which is more stable pyrrole furan thiophene?
Answer: Since N is less electronegative than O, it will be slightly more stable than O with that positive charge. Hence, pyrrole will be more aromatic than furan.
What is the basicity of pyrrole?
Pyrrole
| Names | |
|---|---|
| Vapor pressure | 7 mmHg at 23 °C |
| Acidity (pKa) | 16.5 (for the N-H proton) |
| Basicity (pKb) | 13.6 (pKa 0.4 for C.A.) |
| Magnetic susceptibility (χ) | -47.6·10−6 cm3/mol |
Which is more basic pyrrole or pyridine?
In simple words, we can say that the lone pair of nitrogen in pyrrole will be in resonance, so it cannot be donated, whereas the lone pair of nitrogen in pyridine is localized and hence, it can easily donate hydrogen ions. Therefore, pyridine is more basic than pyrrole.
Why is pyrrole not a base?
Pyrrole is a much weaker base than pyridine (see above). This is because the lone pair on the N atom is already involved in the aromatic array of p electrons. Protonation results in loss of aromaticity and is therefore unfavourable.
Which is more basic in pyridine and pyrrole?
Is pyrrole more basic than pyridine?
Pyrrole is a much weaker base than pyridine (see above). This is because the lone pair on the N atom is already involved in the aromatic array of p electrons.
Which compound is most basic pyrrole?
Pyridine
Complete step by step answer: We know Pyridine is more basic than pyrrole this due to the presence of difference in nature of lone pairs on nitrogen in pyridine and pyrrole. They form a portion of aromatic sextet in pyrrole, but not in pyridine.
Which is more basic than pyrrole?
Pyridine is more basic than pyrrole. Complete step by step answer: Pyridine consists of a stable conjugated system of 3 double bonds in the aromatic ring. Hence, the lone pair of electrons present on the nitrogen atom in pyridine has the ability to donate a hydrogen ion easily or a Lewis acid.