Chem12A MT2 pKa values

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38 Terms

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HI
Conjugate base: I⁻ (iodide). pKa: −10. Class: mineral acid.
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HBr
Conjugate base: Br⁻ (bromide). pKa: −9. Class: mineral acid.
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<p>Protonated acetone</p>

Protonated acetone

Conjugate base: Acetone. pKa: −8. Class: protonated carbonyl.
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HCl
Conjugate base: Cl⁻ (chloride). pKa: −7. Class: mineral acid.
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H₂SO₄ (sulfuric acid)
H₂SO₄ (sulfuric acid)

Conjugate base: HSO₄⁻ (hydrogen sulfate). pKa: −3. Class: mineral acid.

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H₃O⁺ (hydronium)
Conjugate base: H₂O (water). pKa: 0. Class: hydronium.
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HF
Conjugate base: F⁻ (fluoride). pKa: 3.2. Class: mineral acid.
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Benzoic acid
Benzoic acid
Conjugate base: Benzoate. pKa: 4.2. Class: carboxylic acid.
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Anilinium ion
Anilinium ion
Conjugate base: Aniline. pKa: 4.6. Class: anilinium.
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Acetic acid
Acetic acid
Conjugate base: Acetate. pKa: 4.8. Class: carboxylic acid.
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Pyridinium ion
Pyridinium ion
Conjugate base: Pyridine. pKa: 5.2. Class: pyridinium.
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Acetylacetone
Acetylacetone
Conjugate base: Enolate of acetylacetone. pKa: 9. Class: 1,3-diketone.
Conjugate base: Enolate of acetylacetone. pKa: 9. Class: 1,3-diketone.
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HCN

Conjugate base: CN⁻ (cyanide). pKa: 9. Class: hydrogen cyanide.
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NH₄⁺ (ammonium)
Conjugate base: NH₃ (ammonia). pKa: 9. Class: ammonium.
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Succinimide
Succinimide
Conjugate base: Succinimide anion. pKa: 9.5. Class: imide.
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Phenol
Phenol
Conjugate base: Phenoxide. pKa: 10. Class: phenol.
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Ethanethiol
Ethanethiol
Conjugate base: Ethanethiolate. pKa: 10. Class: thiol.
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Nitromethane
Nitromethane
Conjugate base: Nitronate. pKa: 11. Class: nitroalkane.
Conjugate base: Nitronate. pKa: 11. Class: nitroalkane.
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Methylammonium ion
Methylammonium ion
Conjugate base: Methylamine. pKa: 11. Class: primary ammonium.
Conjugate base: Methylamine. pKa: 11. Class: primary ammonium.
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Triethylammonium ion
Triethylammonium ion
Conjugate base: Triethylamine. pKa: 11. Class: tertiary ammonium.
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Methyl acetoacetate
Methyl acetoacetate
Conjugate base: Enolate of methyl acetoacetate. pKa: 11. Class: β-keto ester.
Conjugate base: Enolate of methyl acetoacetate. pKa: 11. Class: β-keto ester.
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Dimethyl malonate
Dimethyl malonate
Conjugate base: Enolate of dimethyl malonate. pKa: 13. Class: malonic ester.
Conjugate base: Enolate of dimethyl malonate. pKa: 13. Class: malonic ester.
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H₂O (water)
Conjugate base: OH⁻ (hydroxide). pKa: 14. Class: water.
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Acetamide
Acetamide
Conjugate base: Acetamide anion. pKa: 15. Class: amide.
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Chloroform (CHCl₃)
Chloroform (CHCl₃)
Conjugate base: CCl₃⁻ (trichloromethanide). pKa: 15.5. Class: haloalkane.
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Ethanol
Ethanol
Conjugate base: Ethoxide. pKa: 16. Class: alcohol.
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Pyrrole
Pyrrole
Conjugate base: Pyrrolide. pKa: 18. Class: pyrrole.
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Acetone
Conjugate base: Enolate of acetone. pKa: 20. Class: ketone.
Conjugate base: Enolate of acetone. pKa: 20. Class: ketone.
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Ethyl acetate
Ethyl acetate
Conjugate base: Enolate of ethyl acetate. pKa: 25. Class: ester.
Conjugate base: Enolate of ethyl acetate. pKa: 25. Class: ester.
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Acetonitrile
Acetonitrile
Conjugate base: Nitrile carbanion. pKa: 25. Class: nitrile.
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Acetylene (ethyne)
Acetylene (ethyne)
Conjugate base: Acetylide. pKa: 25. Class: alkyne.
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H₂ (hydrogen)
Conjugate base: H⁻ (hydride). pKa: 36. Class: hydrogen.
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Diisopropylamine
Diisopropylamine
Conjugate base: Diisopropylamide. pKa: 36. Class: amine.
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NH₃ (ammonia)
Conjugate base: NH₂⁻ (amide ion). pKa: 38. Class: ammonia.
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Toluene
Toluene
Conjugate base: Benzyl anion. pKa: 41. Class: benzylic C–H.
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Propene
Propene
Conjugate base: Allyl anion. pKa: 43. Class: allylic C–H.
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Ethylene
Ethylene
Conjugate base: Vinyl anion. pKa: 44. Class: alkene.
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Ethane
Conjugate base: Ethyl anion. pKa: 50. Class: alkane.