W07 quiz2 key

W07 quiz2 key - Dr. Manashi Chattety'ee Chem 30 A Winter...

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Unformatted text preview: Dr. Manashi Chattety'ee Chem 30 A Winter 2007 Quiz # 2 last First Name Name K I Studmt ID Number : Signature gfiggwngm Greg / Paul / Eric Chem 30 A Winter 2007 Quiz # 2 (15 mins) Wednesday Februaryl4, 2007 I Be C N F Ne 15 12 1.5 1.8 2.1 2.5 3.0 Ca Ga Ge As Se Br Kr 1.0 1.6 1.8 2.0 2.4 2.8 “E 1.0 1.7 2.1 2.5 Electronegativity values for some atoms (Pauling scale) DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO Dr. Manashz’ Chatterjee Chem 30A Winter 2007 Quiz # 2 1. [10 points] Which of the following term best describes the pair of compounds shown below: Enantiomer (E), Diastereomers (D), Same compound (S), or Constitutional isomers (C)? CH3 H3C \\\\\\OH HO\\\\\\\ OH CH3 H3 H attach}; /CH3 H OH D Q’— H H CH3 H OH H 0 OH l CH3 Mcso CH3 \01 CI H 0 H 3 —, b ’2/ O‘H’l 00* M550 ’CI Cl \\ Ci 5 /’ CH3 \\\\\\(;| E ll/II/I/CI one [.5 s CH3 One, l5 R R (+3 6) Dr. Manashi Chatterjee Chem 3 0A Winter 2007 Quiz # 2 2. [2 points] Arrange the following groups in the order of increasing priority when required for stereochemical designations to be determined. /0 —c:-|=CH2 —CECH --CE ——-c\/ CH3 I II III IV (a) lowest IV < 111 < 11 < I highest @ lowest I < 11 < III < IV highest (c) lowest III < IV < I < 11 highest (d) lowest IV < 11 < 111 < I highest (e) lowest I < IV < 11 < 111 highest 3. [15 points] Write the products of the proton transfer reaction and determine the position of equilibrium for an acid base reaction. Identify the acid/base/conjugate acid and conjugate base present in each reaction. CH3COOH + NH3 Add base 3%. acid) 4"8 ( gag-fin £9 W1 “5‘ CH3OH + CH3NH2 :— o ‘ Add base ‘— (wmlfi ) IS-S Dr. Manashz' Chatterjee Chem 30A Winter 2007 Quiz # 2 4. [6 points] Chloramphenicol is a broad-spectrum antibiotic that is particularly useful against thyphoid fever. What is the configuration of each asymmetric carbon in chloramphenicol? Name 4 functional groups present in the molecule. 5. [2 points] Rank the following compounds in order of increasing acid strength? 0 H - o - c" -o- H - H phenol lactic acid ibuprofen carbonic acid (PKa = 9.95) (pK.,L = 3.85) (pKa = 4.78) (pKa = 6.36) I II III IV (a) weakest I < 111 < IV < II strongest weakest I < IV < III < H strongest (c) weakest H < III < IV <I strongest (d) weakest H < IV < III < I strongest (e) weakest III < I < IV < H strongest (0w 5E. aa‘cl. ...
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W07 quiz2 key - Dr. Manashi Chattety'ee Chem 30 A Winter...

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