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Tuesday 27 October 2026 06:56:52 GMT
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2026-10-27 07:09:03
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midterm 2 is next week and these 4 acidity HBr (-9) > HCl (-7) > HF (3.2), because a bigger conjugate base spreads the negative charge over more room. going across a row, electronegativity wins: HF (3.2) > H2O (15.7) > NH3 (38) > CH4 (~50). myth 2: "a smaller pKa means a weaker acid." it is the opposite, a smaller pKa is a stronger acid and every pKa unit is 10x: acetic acid (4.8) vs ethanol (16) is over 100 billion times. myth 3: "carboxylic acids are acidic just because the O-H is polar." ethanol's O-H is polar too. the difference is resonance: the carboxylate (acetate) shares its negative charge over two oxygens, so the conjugate base is more stable, and that is why 4.8 vs 16. myth 4: "all C-H bonds are equally unacidic." the sp C-H of a terminal alkyne (pKa 25) is far more acidic than an alkane's (~50, ethene is 44) because 50% s-character holds the lone pair closer to the nucleus. it is still weaker than water's pull, so NaOH can't deprotonate it but NaNH2 can. the order to check is ARIO: Atom, Resonance, Inductive effect, Orbital (hybridization). saved this? practice quizzes like it in the app which of the 4 did you believe? 👇 #ochem #organicchemistry #acidsandbases #studytok #examprep" width="135" height="240">
midterm 2 is next week and these 4 acidity "rules" will cost you points. search "inkling orgo" on the App Store or go to tryinkling.app ranking acidity in orgo 1, the 4 myths and what is actually true. myth 1: "more electronegative means stronger acid." going down a column, size wins: HI (pKa -10) > HBr (-9) > HCl (-7) > HF (3.2), because a bigger conjugate base spreads the negative charge over more room. going across a row, electronegativity wins: HF (3.2) > H2O (15.7) > NH3 (38) > CH4 (~50). myth 2: "a smaller pKa means a weaker acid." it is the opposite, a smaller pKa is a stronger acid and every pKa unit is 10x: acetic acid (4.8) vs ethanol (16) is over 100 billion times. myth 3: "carboxylic acids are acidic just because the O-H is polar." ethanol's O-H is polar too. the difference is resonance: the carboxylate (acetate) shares its negative charge over two oxygens, so the conjugate base is more stable, and that is why 4.8 vs 16. myth 4: "all C-H bonds are equally unacidic." the sp C-H of a terminal alkyne (pKa 25) is far more acidic than an alkane's (~50, ethene is 44) because 50% s-character holds the lone pair closer to the nucleus. it is still weaker than water's pull, so NaOH can't deprotonate it but NaNH2 can. the order to check is ARIO: Atom, Resonance, Inductive effect, Orbital (hybridization). saved this? practice quizzes like it in the app which of the 4 did you believe? 👇 #ochem #organicchemistry #acidsandbases #studytok #examprep

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