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
How will you carry out the following conversion?
Conversion of aniline to m-bromo nitrobenzene can be completed as
How will you carry out the following conversions?
(i) Conversion of aniline to 3, 5-dibromonitrobenzene can be completed as
(ii) Conversion (A) given below is same as in part (i) given above after that reaction (B) can be carried out.
