Q.What is the numerical parameter to express acid strength?
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🔒 Start your 14-day free trial to unlock the full solution →Concept understanding — Acidity of Carboxylic Acids
Carboxylic acids ionise to H+ plus a resonance-stabilised carboxylate anion (negative charge delocalised equally over both oxygens) -- that resonance stabilisation is exactly what makes -COOH so much more acidic than a plain alcohol's -OH, whose alkoxide has no comparable stabilisation. Strength is measured by Ka = [RCOO-][H3O+]/[RCOOH] (stronger acid, higher Ka) or equivalently by pKa = -log(Ka) (stronger acid, LOWER pKa). ELECTRON-RELEASING alkyl groups (+I) DECREASE acidity, by destabilising the extra negative charge on the carboxylate: HCOOH > CH3COOH > CH3CH2COOH. ELECTRON-WITHDRAWING groups (-I) INCREASE acidity, by stabilising that same charg …
The dissociation constant Ka — usually quoted as pKa (= -log K …
Acid strength is expressed by the acid dissociation constant Ka of HA ⇌ H⊕ + A⊖, most conveniently on the logarithmic pKa scale (pKa = -log₁₀Ka). As the Remember box puts …
- CBSE 2026Set A1 markMCQQ.An organic compound on reaction with saturated solution of NaHCO3 gives effervescence. Then the compound is(a) Alkane(b) Alkene(c) Acetic acid(d) Ethyl alcohol
›Reveal solutionSolution
Only a carboxylic acid is acidic enough to release CO2 from NaHCO3, so effervescence identifies acetic acid.
Carboxylic acids are strong enough acids to decompose sodium bicarbonate, releasing carbon dioxide gas (brisk effervescence):
CH3COOH + NaHCO3 --> CH3COONa + H2O + CO2 (up-arrow)
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- CBSE 2025Set ANNUAL1 markMCQQ.The highest acidic compound among the following is _____.(a) Salicylic acid — benzene ring with COOH and OH substituents(b) Anthranilic acid — benzene ring with COOH and NH2 substituents(c) Benzoic acid — benzene ring with COOH substituent(d) p-Anisic acid — benzene ring with COOH and OCH3 substituents (para)
›Reveal solutionSolution
The ortho -OH's strong -I effect plus H-bond-stabilised conjugate base make salicylic acid the strongest acid of the four.
Comparing substituted benzoic acids: an ortho- or para- electron-withdrawing group increases acidity (stabilises the carboxylate conjugate base), while an electron-donating group decreases acidity.
- Salicylic acid (o-OH): the −OH group is strongly electron-withdrawing by induction at the ortho position (its resonance donation is largely used up in its own ring conjugation from that close a position), and the conjugate base is further stabilised by intramolecular hydrogen bonding — making salicylic acid distinctly MORE acidic than benzoic acid (pKa≈2.97 vs 4.2). …
- CBSE 2024Set D1 markMCQQ.By which of the following formic acid and formaldehyde can be distinguished?(a) Benedict solution(b) Fehling solution(c) Tollen's reagent(d) Sodium bicarbonate
›Reveal solutionSolution
Use NaHCO3: formic acid effervesces (CO2), formaldehyde does not.
Both formic acid (HCOOH) and formaldehyde (HCHO) contain a -CHO type group, so both reduce Tollen's reagent, Fehling's solution and Benedict's solution — these cannot distinguish them.
However, formic acid is a carboxylic acid, so it reacts with sodium bicarbonate to liberate CO2 with brisk effervescence:
HCOOH + NaHCO3 -> HCOONa + H2O + CO2
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- CBSE 2022Set E1 markMCQQ.By which of the following can formic acid and formaldehyde be distinguished ?(a) Benedict's solution(b) Tollen's reagent(c) Fehling's solution(d) Sodium bicarbonate
›Reveal solutionSolution
Both reduce Tollens'/Fehling's/Benedict's, so those cannot distinguish them; only NaHCO3 does (acid vs non-acid).
Formic acid (HCOOH) has both an acidic -COOH and a reducing -CHO-like character, while formaldehyde (HCHO) is only a reducing aldehyde. Therefore:
- Tollens' reagent: BOTH give silver mirror (both are reducing) - no distinction.
- Fehling's / Benedict's solution: BOTH reduce them (formic acid also reduces) - no distinction. …
- CBSE 2018Set ANNUAL1 markMCQQ.Which order of arrangement is correct in terms of the strength of the acid ?(a) CH3−CH2COOH<CH3COOH<HCOOH<ClCH2COOH(b) CH3−CH2COOH>CH3COOH<HCOOH<ClCH2COOH(c) HCOOH>CH3CH2COOH<CH3COOH>ClCH2COOH(d) ClCH2COOH<HCOOH<CH3COOH<CH3CH2COOH
›Reveal solutionSolution
Carboxylic acid strength is governed by how well the conjugate base's negative charge is stabilised: electron-donating alkyl groups (+I effect) destabilise the carboxylate and WEAKEN the acid, while electron-withdrawing groups (like −Cl, -I effect) stabilise the carboxylate and STRENGTHEN the acid.
Propanoic acid (CH3CH2COOH, pKa≈4.87) has the longest alkyl chain (strongest +I donation) and is the weakest of the four. Acetic acid (CH3COOH, pKa≈4.76) has a shorter alkyl group, so is slightly stronger. Formic acid (HCOOH, pKa≈3.75) has NO alkyl group at all (just H), removing the destabilising +I effect entirely, making it noticeably stronger than acetic acid. Chloroacetic acid (ClCH2COOH, pKa≈2.86) has a strongly electron-withdrawing −Cl directly stabilising the carboxylate by i …
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