Return to Contents  Chapter 22: Amines  Ch 22 contents
Amine Questions
 
Qu1: For each of the following series of compounds, arrange the molecules in order of decreasing basicity (most basic to least basic):
 
(a) 
(b)
(c) 
(d) 
Qu 2: What would be the major products of the following reactions:
 
Qu 3: Design syntheses of the following amines using ethene as the only source of carbon atoms:
  1-aminoethane, 1-aminopropane, 1-aminobutane
 
Qu 4: What would be the major products of the reactions of  cyclohexylamine with each of the following:
 
(a)  ethanoyl chloride / Et3N (b)  hydrogen bromide
(c)  cyclohexanone in an acidic buffer (d)  ethylene oxide followed by dilute acid work-up.
(e)  excess ethyl iodide (f)   excess methyl iodide then Ag2O / H2O / heat
Qu 5: What would be the major products of the reactions of piperidine (see right) with each of the following:
 
(a)  benzoyl chloride / Et3N (b)  hydrogen bromide
(c)  cyclohexanone in an acidic buffer (d)  ethylene oxide followed by dilute acid work-up.
(e)  benzyl chloride (f)   excess methyl iodide then Ag2O / H2O / heat
Qu 6: Design an efficient synthesis of the following starting from benzene and any inorganic reagents.
 
(a) 1-bromo-3-iodobenzene  (b) N,N-dimethyl benzamide
(c) phenol (d) 4-bromoaniline

Answers ?


organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary