hrtst1bkey - Last 4 digits of SSN _ Name _ FIRST HOUR TEST...

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First Hour Test (b), Chemistry 302, Fall 2004, Page 1 of 5 pages Last 4 digits of SSN ___________________ Name ____________________________________ FIRST HOUR TEST 1. a. (9) Reaction of 2-methyl-1,3-cyclohexadiene with hydrogen chloride converts it, primarily, to a mixture of two products as shown in the following chemical equation. Write the steps in a mechanism which shows how the two products given can be formed from the same intermediate. Be sure to show all non-zero formal charges in the structures you draw, what is added or lost in each step, and any resonance structures that play a role. b. (2, 1 each) Identify which product would have been formed from a 1,2 addition and which product would have been formed from a 1,4 addition of the HCl. c. (4, 2 each) Identify which product would be expected to be the “ kinetic product ” and which would be expected to be the “ thermodynamic product .” (They may or may not be the same product.) 2. (12, 3 each) Below are shown three Diels-Alder reactions. In each, either the product or one or both starting materials has been replaced by a box. In each box, write the structure of the chemical that correctly completes the equation.
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First Hour Test (b), Chemistry 302, Fall 2004, Page 2 of 5 pages 3. (9, 3 each) Give the correct IUPAC names for the compounds having each of the following structures. Be sure to use the terms ortho, meta , and para when appropriate. a.
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hrtst1bkey - Last 4 digits of SSN _ Name _ FIRST HOUR TEST...

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