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CHM 2212-Organic Chemistry II Name________________________(1)February 22, 2002Dr. BauschQuiz #6 (25 points)(covering material thru section 14.13)1. (6) Draw the various resonance structures for the intermediate carbocation ("arenium ion") formed in the bromination of benzene. There are three total resonance structures.2. (6) Indicate whether the following structures are aromatic according to the Hückel rule. You must explain your answer.1+OON H23. (6) Draw the major organic product for the following reactions.+CH3CH2Cl+HNO3ΔH2SO4AlCl3+Cl2Fe4. (6) Note the following transformation:+C4H7OCl1) AlCl32) H2OAC10H12OB3On the following two pages are the 13C and 1H NMR spectra of the product B. Deduce the structure of both B and A.413C spectrum of product (C10H12O)two signals here!590 MHz 1H NMR spectrumof product (C10H12O)multiplet (5H)triplet (2H)sextet (2H)triplet (3H)The multiplicity and integration values are given below the


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Villanova CHM 2212 - Quiz 6

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