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Advanced Organic Chemistry Homework Check Advanced Organic Chemistry Homework Ch

ID: 853350 • Letter: A

Question

Advanced Organic Chemistry Homework Check

Advanced Organic Chemistry Homework Check 1) Draw the major product of acylation of naphthalene with acetyl chloride and AlCl3 as obtained in (a) cold carbon disulfide and as obtained in (b) refluxing nitrobenzene. Discuss why two different compounds and what this result means in terms of mechanism. 2] Arrange the following compds in order of increasing tendency to undergo electrophilic aromatic substitution from most reaction on left to least reactive on right. Set 1: PhNO2,PhH,PhOH, and PhMe Set 2: para-xylene, PhNH2, pentachlorobenzene, and Antifebrin What's one clinical use for Antifebrin? 3] Why can a Friedel-Crafts alkylation be done with one mole of the aromatic Compd, one mole of the alkyl chloride (R-Cl) and a trace (say 0.1 moles) of AlCl3 while a Friedel-Crafts acylation requires 1.1 moles (or more) of AlCl3 to bring about reaction of equimolar amounts of the aromatic compd and the acyl chloride (R-CO-Cl)? Explain

Explanation / Answer

PhOH>PhMe>PhH>PhNO2

PhNH2>p-xylene>antifebrin>pentchlorobenzene

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