Dolbier HW Solutions 584

Dolbier HW Solutions 584 - 678 PHENOLS It is also possible...

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678 PHENOLS It is also possible that the elimination stage of the reaction proceeds as follows: 24.5 The text states that the hydrolysis of chlorobenzene in base follows an elimination addition mechanism. 24.6 ( b ) The reaction is Friedel Crafts alkylation. Proton transfer from sulfuric acid to 2-methyl- propene gives tert -butyl cation. Because the position para to the hydroxyl substituent already bears a bromine, the tert -butyl cation attacks the ring at the position ortho to the hydroxyl. ( c ) Acidi f cation of sodium nitrite produces nitrous acid, which nitrosates the strongly activated aromatic ring of phenols.
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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