Organic Chemistry 1 Quiz
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MECHANISMS & REACTION FUNDAMENTALS
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A student observes that neopentyl bromide ((CH₃)₃CCH₂Br) fails to undergo substitution with sodium ethoxide in ethanol, even under forcing conditions. When the student switches to neopentyl tosylate ((CH₃)₃CCH₂OTs) with the same nucleophile, the reaction still doesn't proceed. What is the fundamental issue preventing substitution in this system?
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