Choose the Best Answer · Q8
Q.Which of the following represents the correct order of acidity in the given compounds? a) FCH2COOH > CH3COOH > BrCH2COOH > ClCH2COOH b) FCH2COOH > ClCH2COOH > BrCH2COOH > CH3COOH c) CH3COOH > ClCH2COOH > FCH2COOH > BrCH2COOH d) ClCH2COOH > CH3COOH > BrCH2COOH > ICH2COOH
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Start your 14-day free trial to unlock the full solution →Step 1. Electron-withdrawing (-I) substituents stabilise the carboxylate anion and so INCREASE acidity, in direct proportion to the substituent's electronegativity (Section 12.13.1).
Step 2. Among the halogens, electronegativity runs F > Cl > Br > I, so the acidifying -I effect on a haloacetic acid runs the same way: FCH2COOH is the strongest of the three haloacetic acids listed, followed by ClCH2COOH, then BrCH2COOH. …
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