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2007 test_1a_answers - Chemistry 2203/7'07 TEST 1A Name...

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Chemistry 2203/7 (’07) TEST 1A Name: ____________________________ Page1/1 TEST WILL BE DISCUSSED IN TUTORIAL THIS FRIDAY 1130 AT 301 Marks are in parentheses 1 . (6) For the molecules below, provide a systematic name ( 2 x 2 marks ) and indicate with an arrow which carbons are sp hybridized ( 1 mark ); Which carbons are sp 2 hybridized ( 1 mark )? H H 1 2 3 4 5 sp sp 2-pentyne sp2 sp2 ( E )-3-heptene 1 2 3 4 5 6 7 2a . (1) Draw the Newman projection of the staggered conformation of propane. H H H H H H H H H H 2b . (1) Hexane and water are immiscible. Which solvent has a higher density? Water 3a . (8) Show the reagents required to execute the reactions shown below. CH 3 CH 3 O O CCl 3 CCl 3 H 2 / Pt or Pd Cl 2 h ν H+ H2O MCPBA 3b . (8) Show the starting material required to yield the product shown below. KMnO 4 1. BH 3 O OH HO HO 2 O 3 , Zn 2. Oxid. wrkup , - OH Li, NH 3
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Chemistry 2203/7 (’07) TEST 1A Page 2/2 3c . (8) Show the expected product(s) for each of the reactions shown below. MCPBA H 2 O, H + H 2 , Lindlar catalyst Br 2 , H 2 O OH O Br HO 4a . (6) MECHANISM. Draw a mechanism for the following reaction, showing all intermediates (
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