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chem236-2009fa-hex1 - CHEM 236 – Fall 2009 Exam I 6 5[30...

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First Three Letters of Last Name NAME _______________________ Network ID__ _____________________ Section_______________________ C HEMISTRY 236 F ALL 2009 E XAM I S EPTEMBER 21, 2009 Note: The last page of this exam is a periodic table. 1 (12) 2 (9) 3 (9) 4 (6) 5 (30) 6 (10) 7 (20) 8 (4) 100
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CHEM 236 – Fall 2009 Exam I 2 1. [12 pts] Draw correct structures for (a) and (b). Provide correct names for (c) and (d). (a) CH 2 O (b) E -4- t -butyl-6-ethyl-3-fluoro-2-nonene (c) (CH 3 CH 2 CH 2 ) 4 C (d)
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CHEM 236 – Fall 2009 Exam I 3 2. [9 pts] Draw three resonance structures for the alkene, Z -4-nitro-3-heptene
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CHEM 236 – Fall 2009 Exam I 4 3. [9 pts] Draw the stereoisomers of 3,4-di- N -butyl-cyclobutene. Indicate which structures are enantiomers and which are diastereomers.
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CHEM 236 – Fall 2009 Exam I 5 4. [6 pts] Define and give an example for each of the following terms: (a) VSEPR (b) a nucleophile
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CHEM 236 – Fall 2009
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Unformatted text preview: CHEM 236 – Fall 2009 Exam I 6 5. [30 pts] Fill in each blank with a correct structure. (a) (b) (c) (d) (e) Two different alkenes CHEM 236 – Fall 2009 Exam I 7 6. [10 pts] Starting from an alkene of your choice, show the starting alkene and the reactants you could use to synthesize the compounds shown in (a) and (b). Use the same alkene for both syntheses and obtain each compound as the only organic product. (a) (b) CH 3 CH 2 CO 2 H CH 3 (CH 2 ) 2 CHCH 2 CH 3 OH CHEM 236 – Fall 2009 Exam I 8 7. [20 pts] Provide the structures of the products in the blank and curved arrow mechanisms for the following reactions in the space below. (a) (b) CHEM 236 – Fall 2009 Exam I 9 8. [4 pts] Place the reactants/products and any intermediates on the following energy-reaction coordinate diagram. Reaction coordinate Energy CHEM 236 – Fall 2009 Exam I 10...
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