12th Class Chemistry Amines

  • question_answer 17)
                   Accomplish the following conversions : (i) Nitrobenzene to benzoic acid (ii) Benzene to m- bromophenol (iii) Benzoic acid to aniline (iv) Aniline to 2,4,6-tribromofluoro'benzene (v) Benzyl chloride to 2-phenylethanamine (vi) Chlorobenzene to p-chloroaniline (vii) Aniline to p- bromoaniline (viii) Benzamide to toluene (ix) Aniline to benzyl alcohol. The given conversions involve the following steps: (i) Reduction, (by  to convert to ) diazotization,cyanide formation, hydrolysis (to convert  into ). (ii) Nitration, i.e., introduction of  group in benzene nucleus bynitrating agent, bromination (by ) at m-position, reductionby  to convert  into  diazotization (conversion ofinto  group) followed by hydrolysis (conversion of into  group). (iii) Amide formation, i.e., reaction with followed by Hofmannbromanmide reaction, i.e., conversion of  group into . (iv) Bromination to introduce Br atom at 2,4 and 6 position, diazotization and fluorination to convert  into ?F group. (v) Nitrile formation, i.e., conversion of  into  by ale. KCN, followed by reduction. (vi) Nitration by nitrating mixture (cone. ) followed by reduction with  (conversion of into  group). (vii) Acetylation to protect  group, bromination at p-position (by) and hydrolysis. (Viii) Hofmann bromamide reaction to convert  into diazotization and reaction with  to convert  into. Friedel Crafts alkylation to introduce  group. (ix) Diazotization and cyanide formation by reacting with  and reduction to convert  into  and reaction withnitrous acid to convert into  

    Answer:

    (i) Nitrobenzene to benzoic acid   (ii) Benzene to m-bromophenol (iii) Benzoic acid to aniline     (iv) Aniline to 2, 4, 6-tribromo fluorobenzene     (v) Benzyl chloride to 2-phenyl ehtanamine     (vi) Chlorobenzene to p-chloroaniline     (vii) Aniline to p-bromoaniline     (viii) Benzamide to toluene     (ix) Aniline to benzene alcohol  


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