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Hello,
We can approach an answer to this question by doing the resonance forms of both compounds,,, and we can then conclude that the lone pair found in pyrrole ( 5-membered ring ) is involved in the five resonance forms while on the other hand the lone pair found in the pyridine ( 6-membered ring ) is NOT involved in the two resonance forms and this leads to form a concentrated charge in case of pyridine.
SO,,, pyrrole has the lone pair totally involved in the resonance and this means that there is not concentrated charge on the (N) which makes pyrrole a weaker bas than the Pyridine.
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This is because pyrrole is a more acidic compound due to the presence of an acidic hydrogen on the nitrogen atom in the aromatic ring, making it less likely to act as a base compared to pyridine which does not have an acidic hydrogen. In pyridine, the lone pair of electrons on the nitrogen atom is more available for donation, making it a stronger base.
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Why pyrrole is less basic than pyridine?
Pyrrole is less basic than pyridine because the lone pair of electrons on the nitrogen in pyrrole is part of the aromatic system and less available for donation compared to the lone pair on the nitrogen in pyridine. This makes pyridine more basic than pyrrole.
Why do 5-membered ring aromatic heterocycles pyrrole and furan undergo electrophilic substitution more rapidly than benzene while 6-membered ring heterocycles like pyridine are less reactive than Benz?
5-membered ring heterocycles like pyrrole and furan have greater reactivity due to their higher electron density compared to benzene, making them more susceptible to attack by electrophiles. In contrast, the nitrogen atom in pyridine stabilizes the ring by delocalizing the lone pair of electrons, reducing its reactivity towards electrophilic substitution reactions.
Why pyrrole is more acidic and less basic than pyrrolidine?
Pyrrole is more acidic than pyrrolidine because the nitrogen lone pair in pyrrole is part of the aromatic ring, making it less available for protonation. Pyrrolidine is less acidic and more basic than pyrrole because the nitrogen lone pair is not part of an aromatic system, allowing it to readily accept a proton.
Acdity of pyrrole?
Pyrrole is a weak acid due to the presence of a lone pair on the nitrogen atom that can donate a proton. However, it is generally less acidic than alcohols or carboxylic acids. Its conjugate base, the pyrrole anion, is stabilized by aromaticity.
Is C6H7N strong base?
C6H7N (pyridine) is a weak base due to its ability to accept protons (H+ ions) and form the conjugate acid. It is weaker than strong bases like NaOH or KOH.
Why pyrrole is less basic than pyridine?
Pyrrole is less basic than pyridine because the lone pair of electrons on the nitrogen in pyrrole is part of the aromatic system and less available for donation compared to the lone pair on the nitrogen in pyridine. This makes pyridine more basic than pyrrole.
Why do 5-membered ring aromatic heterocycles pyrrole and furan undergo electrophilic substitution more rapidly than benzene while 6-membered ring heterocycles like pyridine are less reactive than Benz?
5-membered ring heterocycles like pyrrole and furan have greater reactivity due to their higher electron density compared to benzene, making them more susceptible to attack by electrophiles. In contrast, the nitrogen atom in pyridine stabilizes the ring by delocalizing the lone pair of electrons, reducing its reactivity towards electrophilic substitution reactions.
Why pyrrole is more acidic and less basic than pyrrolidine?
Pyrrole is more acidic than pyrrolidine because the nitrogen lone pair in pyrrole is part of the aromatic ring, making it less available for protonation. Pyrrolidine is less acidic and more basic than pyrrole because the nitrogen lone pair is not part of an aromatic system, allowing it to readily accept a proton.
Acdity of pyrrole?
Pyrrole is a weak acid due to the presence of a lone pair on the nitrogen atom that can donate a proton. However, it is generally less acidic than alcohols or carboxylic acids. Its conjugate base, the pyrrole anion, is stabilized by aromaticity.
Is C6H7N strong base?
C6H7N (pyridine) is a weak base due to its ability to accept protons (H+ ions) and form the conjugate acid. It is weaker than strong bases like NaOH or KOH.
Is NH4OH the weakest base?
No, water is weaker than it.
Which is more basic pyridine or pyrrolidine?
Pyridine is more basic than pyrrolidine. This is because pyridine has a lone pair of electrons on the nitrogen atom in the aromatic ring, which is more available for donation to accept a proton and act as a base compared to pyrrolidine, which has one of its nitrogen lone pairs delocalized in the aromatic ring.
Why aniline is weaker base than methylamine?
Since tha pka of the aniline ion is equal to 4.6, the anilinium ion is a stronger acid than the methylaminium ion, and aniline (c6h5nh2) is a weaker base than methylamine (ch3nh2).
Why pyridine is less basic than piperidine?
Pyridine is less basic than piperidine because the nitrogen in pyridine is part of an aromatic ring, which delocalizes the lone pair of electrons on the nitrogen atom and makes it less available for proton donation. In contrast, piperidine has a more localized lone pair on the nitrogen atom, making it more readily available for proton donation, thus making piperidine a stronger base than pyridine.
Is sodium hydrogen carbonate a weaker base than sodium carbonate?
Yes, sodium hydrogen carbonate (baking soda) is a weaker base than sodium carbonate. This is because sodium hydrogen carbonate is a less effective proton acceptor compared to sodium carbonate.
Which is a stronger base Cl- or F-?
Cl- is a stronger base compared to F- because the larger the anion, the weaker the conjugate acid. Since Cl- is larger than F-, it is a weaker acid, making it a stronger base.
Why furan is more reactive than pyrrole and thiophene?
Furan is more reactive than pyrrole and thiophene because the oxygen atom in furan is more electronegative than the nitrogen in pyrrole and sulfur in thiophene. This increases the electron density on the carbon atom in furan, making it more susceptible to nucleophilic attack. Additionally, furan has a larger π-system due to the presence of the oxygen atom, allowing for greater delocalization of electrons and stabilization of reaction intermediates.
