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In: Chemistry

True or False. Changing the aromatic substituents on a pyrylium salt will change the oxidizing power...

True or False. Changing the aromatic substituents on a pyrylium salt will change the oxidizing power of the pyrylium salt.

Solutions

Expert Solution

The answer has to be true. We know that in pyrilium ion, resonance occurs due to which C2, C4 and C6 are more electrophilic than other carbons. So if at these positions there is a group that can stabilize the positive charge then the oxidizing power of pyrilium is affected for sure. Pyriliums having electron donating or repelling groups at 2,4 and 6 positions are reduced faster. Which means presence of electron donating groups enhance the oxidising power. The vice-versa happens for electron withdrawing groups present on the ring. They destabilize the ring charge during reduction of pyrilium ions.

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