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1 2008 Midterm2a Answers - 1 mark all curly arrows...

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Chemistry 2203/7 (’08) TEST 2A Name: ____________________________ Page1/1 Marks are in parentheses 1 . (7) For the molecules below, provide a systematic name ( 2 x 2 marks ) and calculate the degree of unsaturation (2 x 1 mark ); Is the molecule on the left a primary, secondary or tertiary alcohol ( 1 mark )? 2a . (1) Which has a higher boiling pt : methanol or methane? Why? methanol, hydrogen bonding 2b . (1) Draw the hydrogen bonds between CH 3 OH and H 2 O. 3a . (8) Show the reagents required to execute the reactions shown below. 3b . (8) Show the starting material required to give the product(s) shown below.
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Chemistry 2203/7 (’08) TEST 2A Page 2/2 3c . (8) Show the expected product (s), if any , for each of the reactions shown below. 4a . (6) MECHANISM. Draw a mechanism for the following reaction, showing all intermediates
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Unformatted text preview: ( 1 mark ), all curly arrows describing electron movement ( 4marks ) and all charges ( 1 mark ) (if applicable). 4b . (6) Use the appropriate chemical equations to evaluate the equilibrium constant describing the proton exchange between sodium ethoxide (NaEtO-) (pKa of EtOH = 16) and H 2 O (pKa of H 2 O =15.7). See notes The equilibrium constant for deprotonation of water using ethoxide is 10 16 x 10-15.7 = 10 0.3 which is greater than 1… so slightly favourable rxn 5. (5) Stereochemistry . Indicate which of the molecules shown below is chiral (4 marks). Assign the absolute configuration to any one of the stereogenic (chiral) centres (1 mark)....
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