CHEM 236_Spring 2010_Exam 2_March 5 - First Three Letters...

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Unformatted text preview: First Three Letters of Last Name NAME ________________________ Network ID ______________________ Section __________________ CHEMISTRY 236 SPRING 2010 EXAM II MARCH 5, 2010 Note: The last page of this exam is a periodic table. 1 2 3 4 5 6 7 (4) (12) (9) (16) (15) (14) (30) 100 CHEM 236 – Spring 2010 2 Exam II 1. [4 points] Provide a correct name for: 2. [12 points] Provide correct structures for: CHEM 236 – Spring 2010 3 Exam II 3. [9 points] Provide the meaning of the following terms in organic chemistry: a) an aprotic solvent b) hydrogen bonding c) an SN1 reaction CHEM 236 – Spring 2010 4 Exam II 4. [16 points] Fill in the blank with a correct reactant or product: Li a) Br O b) Na OCH[CH3]2 c) CH3CH2CHICH[CH3]2 C6H12 C6H12 CHEM 236 – Spring 2010 5 Exam II 5. [15 points] Compound A reacts with chlorine in the presence of light to give two isomeric monochloro compounds B and C. Treatment of B with sodium isopropoxide gives 2,2,5,5 tetramethyl‐3‐hexene. Assign structures to A, B, and C. CHEM 236 – Spring 2010 6 Exam II 6. [14 points] Starting from any organic halide, alcohol, or thiol you choose and any other organic compound of your choice both of which contain four or fewer carbon atoms show the reactions which could be used to synthesize the following compounds. a) b) CH3(CH2)3S(CH2)2CH3 CHEM 236 – Spring 2010 7 Exam II 7. [30 points] Draw the products expected for the reactions shown. In each case draw a mechanism for the reaction. Show the stereochemistry of the products and indicate whether the product(s) are enantiomeric, racemic, diastereoisomeric, or superimposable on its mirror image. a) [10 points] b) [6 points] CHEM 236 – Spring 2010 8 Exam II c) [6 points] d) [4 points] Draw the transition state for the reaction in c) e) [4 points] Give the rate expression for the reaction in c) CHEM 236 – Spring 2010 9 Exam II ...
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