Chapter 17: Q29P (page 885)
What products would you expect from the following Suzuki coupling reactions?
Short Answer
⦁ The product expected from the first reaction:
⦁ The product expected from the second reaction:
Chapter 17: Q29P (page 885)
What products would you expect from the following Suzuki coupling reactions?
⦁ The product expected from the first reaction:
⦁ The product expected from the second reaction:
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Get started for freePredict the products formed when m-cresol (m-methylphenol) reacts with
(a) NaOH and then ethyl bromide
(b) CH3 acetyl chloride, CH3COCI
(c) bromine in CCI4 in the dark
(d) excess bromine in CCI4 in the light
(e) sodium dichromate in H2SO4
(f) two equivalents of tert-butyl chloride and AICI3
Predict the major products when the following compounds are irradiated by light and treated with (1) 1 equivalent of Br2 and (2) excess Br2.
(a) isopropylbenzene
(b) tetralin
Propose mechanisms for the Birch reductions of benzoic acid and anisole just shown. Show why the observed orientation of reduction is favored in each case.
Predict the major products of the following reactions.
(a) toluene + excess CI2 (heat, pressure)
(b) benzamide ( PhCONH2 ) + Na (liquid NH3, CH3 CH2OH)
(c) o-xylene + H2 (1000 psi, 100 °C, Rh catalyst)
(d) p-xylene + Na (liquid NH3, CH3CH2OH )
(e)
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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