14683660-Organic-Chemistry-Formula-sheet-Benzene-Reaction

14683660-Organic-Chemistry-Formula-sheet-Benzene-Reaction -...

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Unformatted text preview: Beneze Ring Formula Sheet Organic Chemistry E-book Series | Copyright YourFormulaSheet. All right Reserved. 2 Friedel-Crafts Acylation- Add an acyl group + R C l O AlCl 3 H 2 O R O + HCl How about Cl O AlCl 3 H 2 O ? C + O O Conlusion for acylation 1. The positive charge on the oxygen 2. Electron rich carbon will be attracted to this positive charge and make a bond. Alkylation + AlCl 3 R + HCl RCl + C H 3 Cl Cl A lC l 3 | Copyright YourFormulaSheet. All right Reserved. 3 R O C H 3 C H 3 Acyl Alkyl Acylation - add an acyl group on the compound Alkylation - add an alkyl group on the compound Next reaction we see is: Oxymercuration- Reduction / And AlkoxymercurationReduction Lets mix the ring with reductionsThis is the reduction of alkene Think for a moment . | Copyright YourFormulaSheet. All right Reserved. 4 Alkene Alkene Oxymercuration-Reduction Alkoxymercuration-Reduction Alcohol Ether A lkoxymercuration - Al , like Al cohol in the reagent. Use Alcohol to m ake ether. (alcohol does not m ake alcohol) Thinking of Oxy mercuration, The water in the reagent to make alcohol Turn W ater into W ine (Alcohol) Hg(OAc) 2 , H 2 O THF NaBH 4 Hg(O 2 CCF 3 ) 2 , CH 3 OH THF NaBH 4 Quiz: What is (a)(b)(c)(d)? | Copyright YourFormulaSheet. All right Reserved. 5 Alkene Alkene Alcohol Ether Alkene Alkene Hg(OAc) 2 , H 2 O THF NaBH 4 Hg(O 2 CCF 3 ) 2 , CH 3 OH THF NaBH 4 (a) (b) (c) (d) Now back to the ring + this application , a real exam question CH 3 O CH 3 CH 3 C H 2 H g(O A c) 2 / N aB H 4 O H CH 3 CH 3 A ring with alkene, the reag ent is alco ho l, we know the reaction is Al koxym ercuration-R edu. In other words, the product is Ether | Copyright YourFormulaSheet. All right Reserved....
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This note was uploaded on 12/18/2009 for the course CHEM CHEM 219A taught by Professor Jameslowe during the Fall '09 term at Vanderbilt.

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14683660-Organic-Chemistry-Formula-sheet-Benzene-Reaction -...

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