If pyridine is added to the reaction mixture of an alcohol and thionyl chloride (), how does it chan — Reaction Mechanism Chemistry Question
Question
If pyridine is added to the reaction mixture of an alcohol and thionyl chloride ($SOCl_2$), how does it change the mechanism and stereochemistry?
Answer: C
💡 Solution & Explanation
Pyridine acts as a base to neutralize the $HCl$ byproduct, freeing the $Cl^-$ ion. The free $Cl^-$ acts as an external nucleophile, attacking from the backside via an $S_N2$ pathway to cause stereochemical inversion.
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