How will you carry out the following conversions?
(i) Toluene $\longrightarrow \mathrm{p}$-toluidine
(ii) p -toluidine diazonium chloride $\longrightarrow \mathrm{p}$-toluic acid
(i) Conversion of toluene to $p$-toluidine can be done as
(ii) Conversion of p-toluidine diazonium chloride to p-toluic acid can be done as
Write following conversions
(i) Nitrobenzene $\longrightarrow$ Acetanilide
(ii) Acetanilide $\longrightarrow \mathrm{p}$-nitroaniline
(i) Nitrobenzene can be converted into acetanilide as follows
(ii) Acetanilide can be converted into p-nitroaniline as follows
A solution contains 1 g mol. each of p-toluene diazonium chloride and p -nitrophenyl diazonium chloride. To this 1 g mol. of alkaline solution of phenol is added. Predict the major product. Explain your answer.
The above stated reaction is an example of electrophilic aromatic substitution. In alkaline medium, phenol generates phenoxide ion which is more electron rich than phenol and more reactive for electrophilic attack. The electrophile in this reaction is aryldiazonium cation. As we know, stronger the electrophile faster is the reaction. p-nitrophenyldiazonium cation is a stronger electrophile than $p$-toluene diazonium cation.
So, nitrophenyl diazonium chloride couples preferentially with phenol.
How will you bring out the following conversion?
Complete conversion of above reaction can be shown as
How will you carry out the following conversion?
Conversion of benzene to p-nitroaniline can be done as
