1 2008_test_1a_answers - Chemistry 2203/7'08 Page1/1 TEST...

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Chemistry 2203/7 (’08) TEST 1A Name: ___Answers_________________________ Page1/1 Marks are in parentheses 1 . (6) For the molecules below, provide a systematic name ( 2 x 2 marks ) and calculate the degrees of unsaturation ( 2marks ). Indicate stereochemistry of the molecule where appropriate. H H 2,2,4,4-tetramethylbutane, 2,2,3,3-tetramethylbutane, (O deg of unsat) ( Z )-3-hexene, (1 deg of unsat) 2a . (1) Draw the most stable conformer of ethylcyclohexane in 3D-perspective. 2b . (1) Why are alkynes easier to crystallize than cis -alkenes of equivalent carbon number? Alkynes are linear and easy to stack while cis-alkenes are boomerang shapped and harder to stack 3a . (8) Show the reagents required to execute the reactions shown below. O H O H 1. Cl 2. 1. 2. O 3 Zn HCl -NH 2 CH 3 I H 2 /Pt 3b . (8) Show the starting material required to yield the product shown below.
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OH HO H H O CCl 4 Lindlar cat, H 2 KMnO 4 , -OH 2 KMnO 4 , H+ 1 equiv Cl 2 hv (100 % yield) HCCl 3 Chemistry 2203/7 (’08) TEST 1A Page 2/2 3c . (8) Show the expected product(s) for each of the reactions shown below.
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