Chapter 17: Q39P (page 892)
Show how you would synthesize the following compounds, using the indicated starting materials.
(a) 3-phenylbutan-1-ol from styrene
Chapter 17: Q39P (page 892)
Show how you would synthesize the following compounds, using the indicated starting materials.
(a) 3-phenylbutan-1-ol from styrene
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Get started for freePropose mechanisms for the Birch reductions of benzoic acid and anisole just shown. Show why the observed orientation of reduction is favored in each case.
What organocuprate reagent would you use for the following substitutions?
What products would you expect from the following coupling reactions?
(a)
(b)
(c)
(d)
(e)
Propose products (if any) and mechanisms for the following AICI3-catalyzed reactions:
โฆ chlorocyclohexane with benzene
โฆ methyl chloride with anisole
โฆ 3-chloro-2,2-dimethylbutane with isopropylbenzene
Which reactions will produce the desired product in good yield? You may assume that aluminum chloride is added as a catalyst in each case. For the reactions that will not give a good yield of the desired product, predict the major products.
Reagents Desired Product
(a) benzene + n-butyl bromide n-butylbenzene
(b) ethylbenzene + tert-butyl chloride p-ethyl-tert-butylbenzene
(c) bromobenzene + ethyl chloride p-bromoethylbenzene
(d) benzamide (PhCONH3) + CH3 CH2 CI p-ethylbenzamide
(e) toluene + HNO3, H2SO4 , heat 2,4,6-trinitrotoluene (TNT)
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