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9. Alkenes and Alkynes - Part 2 of 2
9. Alkenes and Alkynes / POCl3 Dehydration / Problem 8

Alcohols can undergo dehydration when they are mixed with phosphorus oxychloride (POCl3) in pyridine. In the reaction between an alcohol and phosphorus oxychloride, the alcohol displaces a chloride ion from phosphorus to give an alkyl dichlorophosphate ester. The dichlorophosphate ester then reacts with pyridine base to give an E2 elimination.
Suggest a mechanism for the dehydration of cyclopentanol by POCl3 in pyridine.


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