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test2ans - CHEMISTRY 65.2204 6/8 magi QJOLI TEST#2 4...

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Unformatted text preview: CHEMISTRY 65.2204/ 6/8 magi QJOLI TEST #2 4- Name: (MARKS) l. (n _ (2.) 3a. ~ molecule. ' ' 7. - . l 415%“ FOR 'EAafi OF THE MOLECULES SHOWN BELOW, ASSIGN THE FUNCTIONAL GROUP. Be as specific as possible. ma 4L2. 2%de OI'O'WM Give two reasons for the greater‘water solubility of acetic acid (CH3COOH) as compared with that of the corrreSpondng butyles'ter (CH3CO0Cl-lzCHchzcl-lg). . - “' IESS Car-bong (water Soiwéélifj 4;”ch M aécr‘ttuc'b" men-£4... M [‘94: M "‘ Caf50xelc‘c (1.44% are N“ 40nd dmwd‘ CU‘ Wt“ ‘20 H-émx j J Why is the Boiling Point of 1-propylamine (Primary amine) higher'than that of-the «use 199 aim; corresponding Tertialy amine-trimethylamine? Draw the stmctures of each _ NJ”; Hgmli - 7 “N'\- n“ “'86" ' , Pm ' ' _ ' SHOW THE REAGENTS NECESSARY FOR EACH REACTION: (8 marks) 0 0 H 'O \jkCl__§_,_ ‘ OH + HCL _ (-9 26') e) 2 C” m 3 --E—>=o ” ’fle zawmrmé o ' 90 06 Wired, - C 2 at C 9 ~ _. / \: H / \NH 09 _ OH CHJOH '0 .0 ,, 1 =<H H‘”3 HJLOCH3- snow THE STARTING MATERIAL WHICH WOULD LEAD TO THE PRODUCTS SHOWN: (8 marks) , o o 7. ' .. ' 0 0 .I- «vim .<\\' '65.:Izow6/z 7M#2 . 3o. SHOW THE EXPEGTED PRODUCT OF THE FOLLOWING REACTIONS (8 marks) . 0 0 Heat 0 OH —————>-- A + 0:: C ‘50 o (D ' ' d... [:0 H20 7 on i‘ ON 0 1. HN02, H+ GNflz 2. Phenol =5- '.OH 1 equiv. 9 _ _©Q:H 2. CH3! ' ' 4’“; 0 4a. Use your knowledge of RESONANCE STABIIJZATION to show why ACID ANHYDRIDES are more reactive towards hydrolysis than NESTERS What spectrosgflc method would one use to distinguish Q . between these two kinods of acyl derivatives 0(5 markg. IR MW Ac #4 mu‘J- are 3£w( o 0 _ &g}L¢~>”/it J‘x <~—> 269% “a? W; . 1.3%.; or" JLO / 06 ram“ ”4&1?“ ’ 6‘) -/b0/ 0450193 ‘4 MW rum- b. MECHANISM: Draw a reaction mechanism for the base catalyzed HYDROLYSIS of _ 4164:?” an ester. Show dearly all intermediates and use curly arrows to designate the , flow of electrons. (8 rnarks) ._ 0 . /\ . JL + CH30H jg JLOCH; _ H ONa \ I M 5* 63 ‘ “ O k _____1 /H\ ' __f: CH 09 Nag u C 0 CH3 H — o H 3 > T“ ' . pK45 5. SYNTHESIS: Beginning with the appropriate carbonyl compound you require, show how you would ' synthesize the following molecules, . .. . = ,.. (6 marks)- 0 0 - \>_5 0 ‘ a W 'i§k°‘”’ U I: ...
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