Question & Answer: Show how you would synthesize this compound starting from p-toluidine. Show the full…..

O. 1. HNOg, H2SO4, 2. Fe/HCl Question9 Show how you would synthesize this compound starting from p-toluidine. Show the full reaction, including required reagents. OH #9

Show how you would synthesize this compound starting from p-toluidine. Show the full reaction, including required reagents.

Expert Answer

Answer

This compound can be made in two easy steps. The first step is diazotization of toluidine and second step is aromatic electrophilic substitution reaction with p-cresol. For reaction mechanism, see step 1 and step 2.

In step 1, the generated NO+ was attacked by aniline and followed by dehydration gives diazonium chloride.

In step 2, cresol treated with NaOH which abstracts proton give phenoxide anion. This will attack diazonium chloride gives the desired compound.

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