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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.
Hope The Answer Was brief and Helpful
ALKASED
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∙ 10y ago
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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?
pyridine is less reactive than benzene because when we form its conjugate base then it'll b more stable than dat of benzene.. so more stabler means less reactive.......and also due to more resonance in benzene it will b more reactive...same 4 furan and pyrrole
Why pyrrole is more acidic and less basic than pyrrolidine?
Pyrrole C4H4NH (in which N contributes a lone pair) has a pKa - 3.8, but Pyridine (where N is part of the ring's double bond) has a pKa 5.14. Electron pair availability indicates the strength of basicity. In this case, pyridine is the stronger base.
Why furan is more reactive than pyrrole and thiophene?
Furan is more reactive than Pyrrole because it is less stable as it contains an extra lone pair than that of pyrrole, which is available for attack of an acid, results in the destabilization of the ring.
Is sodium hydrogen carbonate a weaker base than sodium carbonate?
Yes: hydrogen carbonate is a stronger acid, and therefore a weaker base, than carbonate.
Is Cl a stronger base than Br?
yes it is, because HBr is a stronger acid than HCl, therfore, HBr will have a weaker conjugate base, Br, than HCl, Cl
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?
pyridine is less reactive than benzene because when we form its conjugate base then it'll b more stable than dat of benzene.. so more stabler means less reactive.......and also due to more resonance in benzene it will b more reactive...same 4 furan and pyrrole
Why pyrrole is more acidic and less basic than pyrrolidine?
Pyrrole C4H4NH (in which N contributes a lone pair) has a pKa - 3.8, but Pyridine (where N is part of the ring's double bond) has a pKa 5.14. Electron pair availability indicates the strength of basicity. In this case, pyridine is the stronger base.
Why furan is more reactive than pyrrole and thiophene?
Furan is more reactive than Pyrrole because it is less stable as it contains an extra lone pair than that of pyrrole, which is available for attack of an acid, results in the destabilization of the ring.
Is sodium hydrogen carbonate a weaker base than sodium carbonate?
Yes: hydrogen carbonate is a stronger acid, and therefore a weaker base, than carbonate.
Is NH4OH the weakest base?
No, water is weaker than it.
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).
Is Cl a stronger base than Br?
yes it is, because HBr is a stronger acid than HCl, therfore, HBr will have a weaker conjugate base, Br, than HCl, Cl
What is the conjugate base of C6H5COOH?
'Conjugate' means ONE proton (H+) more (acid) or less (base) than the described acid or base respectively:So the conjugate acid of C6H5NH2 is C6H5NH3+ (phenylammonium cation)
Why cyclohexylamine is a stronger base than aniline?
aniline is weaker base because it is stabilized by resonance leaving less negative charge to hold the proton.
Acdity of pyrrole?
due to its resonance stucture it is less stable and have less acidity than piridine
Why is triphenylamine a much weaker base than triethylamine?
Acetamide is a much weaker base compared to methylamine. This is due to the electron withdrawing effect of the CO group, which makes the lone pair of electrons on the nitrogen atom less available for protonation.
Does Pluto have a stronger or weaker gravity than earth?
Pluto has a weaker gravity than Earth. In fact, Pluto has a weaker gravity than Earth's moon.
