Quiz5cor_E - CHM 2123, Quiz #5: Nitration of Chlorobenzene...

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CHM 2123, Quiz #5: Nitration of Chlorobenzene MARKING SCHEME Posted: October 15, 2009 Due: October 19, 2009 before 5pm 1. In this experiment, you must work with concentrated acids. Supposing that you had to dispose of a surplus of acid by diluting it with water, what would you do? Adding water to the acid or vice-versa? Give a very short reasoning for your answer. (2 point) Since the addition of water to concentrated acid is highly exothermic, always add the acid to the water! “Do as you oughta, add acid to wata!” 2. The nitration of phenol is more rapid than that of toluene. Explain this observation by describing the structures of the reaction intermediates for each case and explain briefly. (3 points) ( 2 points for correct structures, 1 point for explanation ). The difference in reactivity can be explained by analyzing the stability of the carbocation formed by the attack of the aromatic cycle on the electrophile. The attack, which requires that aromaticity be broken, is the rate-limiting step of this reaction. We must compare the number of resonance
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This note was uploaded on 01/13/2010 for the course CHM chm2526 taught by Professor Louise during the Spring '09 term at University of Ottawa.

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Quiz5cor_E - CHM 2123, Quiz #5: Nitration of Chlorobenzene...

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