Koofer-13 - CEM251 Summer 2009 Midterm#1 CEM 251 Summer...

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CEM251, Summer 2009 Midterm #1 1 CEM 251, Summer 2009 Section 705 Midterm #1 June 8, 2009 Name:______________________________ PID: _______________________________ This is a closed book and note examination. If boxes are provided for your answers, only what is written in the boxes will be graded . You have 90 minutes to complete the test. Question Points Score 1 16 2 6 3 12 4 10 5 6 6 20 7 12 8 18 Total 100
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CEM251, Summer 2009 Midterm #1 2 1. Provide a name or a structure for the following compounds ( Indicate stereochemistry where appropriate)( 16 pts, 2 pts each box ) a. (Z)-3-bromo-5-chloro-octene b . 1,1dibromo-3,4 diethyl-hexane c. 1,4-dimethoxycyclohexene d. (E)- 2-bromo-5-ethyl-4-methyl-3-heptene e. f. g. h. Cl OH O Show stereochemistry Show stereochemistry Show stereochemistry
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CEM251, Summer 2009 Midterm #1 3 2. Propose a mechanism for the following rearrangement reaction. (You must show the structure of the intermediate using curved arrows to indicate the flow of electrons in each step.) (6 pts) + HCl Cl
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CEM251, Summer 2009 Midterm #1 4 3. (12 pts) For the following reaction: a. Draw the major organic product in the box provided above (3 pts).
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