Quiz_1_Key_Summer_2011

Quiz_1_Key_Summer_2011 - ‘ v I I NAME ‘ ID Chem 308...

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Unformatted text preview: , ‘ v \ I I NAME ‘ - '/ ID Chem 308, Summer 2011 Quiz 1 Section C1 1. (2 pts.) Draw the structure(s) of the major organic product(s) of the reaction below. ' gr '3 NBShv ‘ J N ——————-——————»~' =2 A? 4— /V\zr 2. (2 pts.’) Draw a p~orbital diagram (use shading to indicate orbital phase) of the highest-energy occupied molecular orbital (HOMO) of 1,3,5-hexatriene. The lowest-energy bonding orbital of an allyl system is shown as an example of the style you should use. ' ANSWER: (HOMO of 1,3,5-hexatriene) Example 3. (3 pts.) Write a detailed reaction mechanism for the transformation below. Show how both products are formed. ’ Use appropriate curved arrows to indicate all electron movements, and indicate all formal charges clearly. :5 > » Br H—Br )V M / t Mar ti ”‘ 9 ,, 9 r t§‘(:; ® war? to” )\41 j? .r~ Eb '\// 4—29 /§~/ ] \Lé\/ ID Chem 308, Summer 2011 Quiz 1 Section 02 NAME 1. (2 pts.) Draw the structure(s) of the major organic product(s) of the reaction below. NBS, hv r ~__.__4. ? (\ \\ %- [::1L\J/E( 2. (2 pts.) Rank the carbocations below according to their relative stabilities (1 = most stable, 4 : least stable). .2. g” a. __\____ 3. (3 pts.)‘ Write a detailed reaction mechanism for the transformation below. Use appropriate curved arrows to indicate all electron movements, and indicate all formal charges clearly. CH30H, A "\l I . // g9? . H {35 (“a engk-- " Ufi3 w . H \ ...
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Quiz_1_Key_Summer_2011 - ‘ v I I NAME ‘ ID Chem 308...

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