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15. Assuming a large excess of benzene, what is the major product of the followi

ID: 548310 • Letter: 1

Question

15. Assuming a large excess of benzene, what is the major product of the following reaction? AIC1 e. not a.-d. 16. The Wolff-Kishner reaction is a how many electron reduction? Hint: Analyze the starting material and product b.4 d. 8 e. not a.-d 17.-19. Starting with benzene, complete the following reaction sequences. Assume any necessary workup. Answers may be repeated 17. clh/FeCl3, NaNH2, NaNO2/HC/cold, CuOU, NaQH/CO2 18. Cls/FeCl3, HNO3/H2so, (continue with minor product), NaO , Hs/ed, NaNO2/Hg/cold, GuCN, H30' 19. HNO3/H2S04, Cl2/FeCl3, H2/Pd, NaNO2/HC/cold, CuCN, H30 d. not a.-c 0 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

15)

Alkylation of benzene in presence of AlCl3 is called Friedel-Crafts alkylation. The major product will be the product with the rearranged alkyl group on the benzene ring.

Therefore, the major product is c.

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