Academic Integrity: tutoring, explanations, and feedback — we don’t complete graded work or submit on a student’s behalf.

20. Which substitution mechanism is not used in any of the syntheses of question

ID: 548520 • Letter: 2

Question

20. Which substitution mechanism is not used in any of the syntheses of questions 17.-19.?

17.-19. Starting with benzene, complete the following reaction sequences. Assume any necessary workup. Answers may be repeated. 17. Cl2/FeCl3, NaNH2, NaNO2/HCI/cold, CuOH, NaOH/CO2 18. Cl2/FeCl3, HNO3/H2SO4(continue with minor product), NaOH, H2/Pd, NaNO2/HCl/cold, CuCN, H3o 19. HNO3/H2SO4, Cl2/FeCl3, H2/Pd, NaNO2/HCl/cold, CuCN, H30 OH OH Ho. a. b. C. d. not a.-c. 20. Which substitution mechanism is not used in any of the syntheses of questions 17.-19.? a. benzyne b. electrophilic aromatic c. nucleophilic aromatic d. radical e. SN1

Explanation / Answer

20. The free radical substitution reactions occurs at high temperatures ( more than 200°c) or in presence peroxides.hence free radical substitution mechanism is not possible in the given reactions.