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Acyl Halides

Acyl halides are the most reactive of all the acid derivatives which means they can be used to synthesize all others! Acyl halides are easily synthesized using thionyl chloride (SOCl2, most common) or PCl3 or PCl5.



Image illustrating Acyl Halides




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Example: Acyl Halides


Predict all products of the following reactions between different nucleophiles and acyl halides.



Image illustrating Example: Acyl Halides




Image illustrating Example: Acyl Halides



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Example: Acyl Halides


The synthesis of amides from acyl halides requires an excess of base. Using the reaction below:

  1. draw the mechanism in full
  2. explain the role of the extra base, using this mechanism


Image illustrating Example: Acyl Halides 2


Image illustrating Example: Acyl Halides 2