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 Chapter 23: Aryl Halides 
Ch 23 contents
Aryl Halides Questions
 
Qu1: How could you prepare the following aryl halides from benzene ?
(a) chlorobenzene (b) fluorobenzene
(c) iodobenzene (d) 1-bromo-3-chlorobenzene
(e) 1,4-dibromobenzene (f)  1,3,5 tribromobenzene
Qu 2: Identify the major products formed by the reaction of bromobenzene with each of the following :
(a)  HNO3 / H2SO4 / heat (b)  Br2 / FeBr3
(c)  CH3CH2Cl / AlCl3 / heat  (d)  H2SO4 / heat
(e)  CH3CH2COCl  / AlCl3 / heat  (f)  Mg / THF then CO2 followed by aq. acid work-up
Qu 3: What are the major products of the reactions of each of the following with phenyl magnesium bromide followed by a regular acidic work-up ?
(a) CH3CH2CHO (b) C6H5CHO (benzaldehyde)
(c) CH3COCH3 (propanone) (d)  D2O
(e) C6H5CO2CH3 (f)  C6H5CO2H
(g) CH3CH2OH (h) C6H5CN
Qu 4: Based on the definitions discussed in Chapter 11, is benzyne an aromatic compound ?
Qu 5: What is the product of the reaction of benzyne with each of the following:
(a) 1,3-butadiene (b) furan
(c) H2O (d) NH3

Answers ?


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