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1st_Midterm_US08_KEY - CEM251 Summer 2008 Midterm#1 CEM 251...

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CEM251, Summer 2008 Midterm #1 1 CEM 251, Summer 2008 Section 705 Midterm #1 June 2, 2008 Name:__________KEY____________________ 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 30 Total 100
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CEM251, Summer 2008 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. 3-bromo-5-chloro-octene b . 1,1dibromo-3,4 diethyl-hexane c. 1,4-dimethoxycyclohexene d. 2-bromo-5-ethyl-4-methyl-3-heptene e. f. g. h. 1-ethoxy-cyclopentanol OR 1-ethoxy-2-hydroxy-cyclopentane (E)-3,5-dimethyl-3-heptene N,N-dimethyl-cyclopentanamine Cis-1-chloro-4-methyl-cyclohexane OH O N Cl Br O O Br Cl Br Br
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CEM251, Summer 2008 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 + Cl Cl
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CEM251, Summer 2008
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