Reactions of Arylamines and Diazonium Salts

For each of the reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry and stereochemistry of the reaction.
Click the mouse on the reactant molecule to view the answer;

click on the reagent to briefly review the reaction.

The reaction of a simple diazonium salt with HBr in the presence of Cu₂Br₂ will convert the diazonium group into the corresponding aryl bromide.

The reaction of a simple diazonium salt with KI will convert the diazonium group directly into the corresponding aryl iodide.

The reaction of a simple diazonium salt with aqueous phosphorous acid (H₃PO₂) will convert the diazonium group directly into the corresponding arene.

The reaction of a simple diazonium salt with KCN in the presence of Cu₂CN₂ will convert the diazonium group into the corresponding aryl nitrile.

The reaction of a simple diazonium salt with HBr in the presence of CuBr₂ will convert the diazonium group into the corresponding aryl bromide.

The reaction of a simple diazonium salt with KI will convert the diazonium group directly into the corresponding aryl iodide.

The reaction of a simple diazonium salt with aqueous phosphorous acid (H₃PO₂) will convert the diazonium group directly into the corresponding arene.

The reaction of a simple diazonium salt with KCN in the presence of Cu₂CN₂ will convert the diazonium group into the corresponding aryl nitrile.