PL. 111 Section 17.3 FORMATION AND REDUCTION OF N ...
PL. 111 Section 17.3 FORMATION AND REDUCTION OF N ...
PL. 111 Section 17.3 FORMATION AND REDUCTION OF N ...
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Experimental Organic Chemistry: A Miniscale and Microscale Approach<strong>Section</strong> <strong>17.3</strong><strong>FORMATION</strong> <strong>AND</strong> <strong>REDUCTION</strong> <strong>OF</strong> N-CINNAMYLIDENE- m-NITROANILINENAME (print):DATE:INSTRUCTOR:LABORATORY SECTION:1. Draw the structure of an imine, and give the equation for its conversion into an amine as done in thisexperiment.2. What metal hydride reducing agent is used in this experiment, and what are the advantages of using it ratherthan hydrogen gas in the presence of a catalyst? What product would be formed if catalytic hydrogenationwere used?3. Define the term reductive amination.4. Draw the structure of the imine intermediate that is formed, and describe what experimental technique is usedto maximize the yield of this compound.<strong>PL</strong>. <strong>111</strong>©2006 Thomson Brooks/Cole
Experimental Organic Chemistry: A Miniscale and Microscale Approach5. Why is it unnecessary to isolate and purify the intermediate imine?6. Determine the limiting reagent in this preparation and compute the theoretical yield. Show all work.7. List the toxic fumes evolved in a fire involving cinnamaldehyde, m-nitroaniline, and cyclohexane.8. What action should you take if m-nitroaniline gets on your skin?9. The flash points (°C) of cyclohexane and cinnamaldehyde are and , respectively.10. Underline the media appropriate for extinguishing fires involving sodium borohydride:Water Carbon dioxide Chemical powder Foam11. Write an equation for reaction of sodium borohydride and methanol that yields hydrogen.<strong>PL</strong>. 112©2006 Thomson Brooks/Cole
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