a) Write the structures of the main products when aniline reacts with the following reagents:
i) Br₂ water ii) HCl iii) (CH₃CO)₂O/pyridine
b) Arrange the following in increasing order of boiling point: C₂H₅NH₂, C₂H₅OH, (CH₃)₃N.
c) Give a simple chemical test to distinguish between (CH₃)₂NH and (CH₃)₃N.
i) Br₂ water ii) HCl iii) (CH₃CO)₂O/pyridine
b) Arrange the following in increasing order of boiling point: C₂H₅NH₂, C₂H₅OH, (CH₃)₃N.
c) Give a simple chemical test to distinguish between (CH₃)₂NH and (CH₃)₃N.
Solution
(a)(i) White 2,4,6-tribromoaniline.
(ii) The salt CHNHCl (anilinium chloride).
(iii) Acetanilide, CHNHCOCH.
(b)
(c) Hinsberg's reagent, CHSOCl/KOH: (CH)NH → an insoluble sulphonamide; (CH)N → no reaction (dissolves on acidifying). (Equally, HNO: the 2° amine gives a yellow oily N-nitrosamine.)
(ii) The salt CHNHCl (anilinium chloride).
(iii) Acetanilide, CHNHCOCH.
(b)
(c) Hinsberg's reagent, CHSOCl/KOH: (CH)NH → an insoluble sulphonamide; (CH)N → no reaction (dissolves on acidifying). (Equally, HNO: the 2° amine gives a yellow oily N-nitrosamine.)
CBSE Class 12 Board · 2015 · Subjective