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Chemistry LibreTexts

1° Amides can be converted to Nitriles with Thionyl Chloride

1o Amides can be converted to nitriles by reaction by dehydration with thionyl chloride.

General reaction

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Example 1:

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Mechanism

1) Nucleophilic attach on thionyl chloride

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2) Leaving group removal

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3) Deprotonation

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4)  Leaving group removal

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Contributors

Prof. Steven Farmer (Sonoma State University)