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Unformatted text preview: CHEM 334 S PRING 2011 U NIT 3 T AKE-H OME A SSIGNMENT 2 3/29/2011 Name:________________ TA:__________________ 1.) Show detailed stepwise mechanisms for the formation of the electrophiles for bromination, nitration, sulfonation, alkylation, and acylation of benzene. 2.) Which of the following cannot be synthesized in two steps? 3.) Which of the following undergoes the most rapid bromination upon treatment with Br 2 /FeBr 3 ? (a) benzene (b) nitrobenzene (c) bromobenzene (d) anisole 4.) Which of the following undergoes the most rapid sulfonation upon treatment with fuming sulfuric acid? (a) benzene (b) benzoic acid (c) benzonitrile (d) nitrobenzene 5.) Which of the following undergoes the most rapid acylation upon treatment with acetyl chloride and AlCl 3 ? (a) benzene (b) toluene (c) chlorobenzene (d) 1,4-dichlorobenzene 6.) Which of the following sets of substituents are all activating groups in electrophilic aromatic substitution reactions?...
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- Spring '09