Jan+26th%2C+30th+Review+Session+Problem+Set

Jan+26th%2C+30th+Review+Session+Problem+Set - CHM 112B...

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CHM 112B Review Session – January 26 th and 30 th Topics: Diels Alder Reaction, Reactivity of Alkenes, Resonance, Aromaticity, Electrophilic Aromatic Substitution GSI – Rebecca Murphy Directions: Complete without your notes, then go back and do the questions you couldn’t do with your notes 1. a. Name the reaction below . b. Draw the arrows for the reaction c. Name the components A . B . d. Draw the transition state e. Draw the orbital interactions f. Why have I drawn the arrows as they are in the above reaction? A B C
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2. a. Are the alkenes below (E) or (Z)? A . B . b. Which will react faster in a Diels Alder reaction? (Circle your answer) c. Why? (Draw a picture as part of your answer) d. What would the products be for a Diels Alder with dienophile C ? A + C B + C NC CN CN NC C A B
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3. a. Draw the arrows and products for the Diels Alder reaction below. b. What is the relationship of C and D? c. Draw the arrows and products for the Diels Alder reaction below. d. What is the relationship of C and D? e. True or False: One stereoisomer of the starting material creates one diastereomer of the product. f. True or False: The Diels Alder reaction is stereospecific. g. Is the Diels Alder reaction (as we have shown it) enantioselective? Yes No h. If the above answer is no…generally, what is required to make it enantioselective? A B C O O O O 150 o C toluene D A B C O O 150 o C toluene D O O
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4. a. Draw the arrows and product for the Diels Alder reaction below. (Only draw enantiomer…from now on the other enantiomer will be implied)
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Jan+26th%2C+30th+Review+Session+Problem+Set - CHM 112B...

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