Questions

CHE 008B A01 SS1 2025 Lecture 13 - Nucleophilic Acyl Substitution

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Which of these is the best electrophile? acyl halide Which of these has the most resonance with the leaving group? amide Which of these is the best leaving group? acyl halide Which of these has the slowest hydrolysis? amide Which of these requires catalyst but not heat to undergo hydrolysis? ester Which of these has an electron withdrawing group bonded to the carbonyl? acyl halide

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Let's parse the six sub-questions and the corresponding selections provided. 1) Best electrophile: acyl halide. Acyl halides have a highly activated carbonyl carbon due to the electron-withdrawing halide leaving group; the carbonyl carbon bears significant positive character making it highly susceptible to attack by nucleophiles. This makes acyl halides among the strongest electrophiles in acyl chemistry. 2) Has the most resonance with the leaving group: amide. In an amide, the lone pa......Login to view full explanation

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