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Methanol reacts with thionyl chloride (SOCl2) to give chloromethane. Use SpartanView to compare electrostatic potential maps and C-O bond distances for methanol and the intermediate formed from methanol and thionyl chloride. Why is the intermediate more reactive toward nucleophilic substitution than methanol itself? Is the -SOCl group electron-donating or elcetron-withdrawing? Explain.
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