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Quiz_I_Key - K6 Y 1(2 pts Draw the structure of the product...

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Unformatted text preview: K6 Y 1. (2 pts.) Draw the structure of the product of the thermal electrocyclic reaction below. indicate the product stereochemistry clearly. . CH3 ...... / CH3 \ ShmA-g’m . 2. (2 pts.) Draw a p-orbital representation (with shading to indicate orbital phase) of the highest occupied moiecular orbital (HOMO) of 1,3-butadiene. The bonding orbital oi an allyl system is shown as an example of the style you should use. m ANSWER: Example NAME ID Chem 308, Summer 2008 Quiz 1 Sections H1 3. (3 pts.) Indicate the reactions and reagents needed to perform the synthetic transformation shown below. List the reagents for each reaction separately and number the reactions in the usual way. CI 9 t. we (Light?) r F 1. 9:”er F F 4. (3 pts.) Write a detailed mechanism for the reaction shown below. showing all intermediate structures. Use _ curved arrows to indicate all electron movement. and indicate all tormal charges clearly. \ * Q ( {6‘35“‘5 ... 0 ‘ t C a mafia Br m. 3‘s. “rev NAME Chem 308, Summer 2008 Qutzt Sections H2 \ (7“ Mk 1.‘ (2 pts.) Draw structures for the major organic products of the reaction shown below. CHyOH Me: ——a-— 2. (2 pts.) The reaction shown below gives two major organic products. Draw the structure of the product that would be tavored by lower temperatures. Ignore stereochemistry. A? \ Q)? 0 ( Hr: . H3 Br2 Er I“ 0 \L Cfl ? Ber *Lfiasfizm B K . . . . \ Er 3. (3 pts.) Indlcate the reactions and reagents needed to perform the synthetic transformation shown below. Lust the - reagents for each reaction separately and number the reactions in the usual way. ? l. N85 , \m) (0'r W005 \ I \Q’t'. QM ‘2. 304.1 i/V‘VLQ / Man (”gym 34le 4. (3 pts.) Write a detailed mechanism for the reaction shown below. showing all intermediate structures. Use curved arrows to indicate all electron movement. and indicate all formal charges clearly. ere-W3 g KSCHa. DMSO \ \ /cH3 L: s no Evitemskx'okfi (SNZ MAME Q 9*. tax M 3““ MWSW ...
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