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Ch.21 - Nuclear Chemistry
Chapter 21, Problem 67

Hydroxyl radicals can pluck hydrogen atoms from molecules (“hydrogen abstraction”), and hydroxide ions can pluck protons from molecules (“deprotonation”). Write the reaction equations and Lewis dot structures for the hydrogen abstraction and deprotonation reactions for the generic carboxylic acid R¬COOH with hydroxyl radical and hydroxide ion, respectively. Why is the hydroxyl radical more toxic to living systems than the hydroxide ion?

Verified step by step guidance
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Step 1: Identify the reactants and products for the hydrogen abstraction reaction. The hydroxyl radical (•OH) will react with the generic carboxylic acid (R-COOH) to form water (H2O) and a radical species (R-COO•).
Step 2: Write the balanced chemical equation for the hydrogen abstraction reaction: R-COOH + •OH → R-COO• + H2O.
Step 3: Draw the Lewis dot structures for the reactants and products in the hydrogen abstraction reaction. Show the unpaired electron on the hydroxyl radical and the radical site on the carboxylate radical (R-COO•).
Step 4: Identify the reactants and products for the deprotonation reaction. The hydroxide ion (OH-) will react with the generic carboxylic acid (R-COOH) to form water (H2O) and a carboxylate ion (R-COO-).
Step 5: Write the balanced chemical equation for the deprotonation reaction: R-COOH + OH- → R-COO- + H2O. Draw the Lewis dot structures for the reactants and products, showing the lone pairs on the hydroxide ion and the carboxylate ion.
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