HOMEWORK%2010 - compounds and any reagents you want within...

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HOMEWORK 10 CHM 2211-0787 Fall 2009 1. Complete the following syntheses: a. b. OH 1.C 6 H 6 AlCl 3 2. H 2 O c. 2. Starting with benzene propose step by step synthesis the following compound CH 2 CH 3 3. Starting with toluene outline a synthesis for the following: a) m-chlorobenzoic acid b) p-isopropyltoluene c) p-bromobenzoic acid d) m-nitrobenzoic acid 4. Design synthesis for the following compound. You have to start with benzene. Unfortunately for you the stockroom run out of all the organocopperlithium reagents so you have to do without. You can use any compounds up to 3 carbons and any reagents that you need.
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O O Me 5. Starting with nitrobenzene propose synthesis of p-cyanoacetophenone. CN O 6. Design a short synthesis for the following ether starting with ethoxybenzene using no more than 3-carbons
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Unformatted text preview: compounds and any reagents you want within the reason. OCH 2 CH 3 OCH 2 CH 3 N H 7. Write the complete step by step mechanism and the product for acetylation of anisole. Include formation of the electrophile and sigma complex (3 structures). Explain by means of resonance why the reaction occurs in ortho or para position and why not meta. 8. Design synthesis for an A in maximum of five steps or less from anisole. While ammonia can be used to wake you up at the organic chemistry lecture it is not permitted for use in this synthesis. Find another way. OCH 3 NH 2 start here A...
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HOMEWORK%2010 - compounds and any reagents you want within...

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