key_CHM_2210_Test_1_Summer_2013_ - CI'HVIZZ 10 Test 1...

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Unformatted text preview: CI'HVIZZ 10 - Test 1- Summer 2013 MmWWWWWI/WW,1..,‘,«» ”‘ 1. (12 points) Circle the compound with the weaker, lower or least amount of the described property. Write a sentence explaining your choice. a) Dipole Li—Cl b) Boiling Point {:3 r» {:9 fizz/3 £91)er / S H \> @fl/gms Egg/willig/w) 74(‘710’7/5,‘ c) Solubility in ch20 D ,9 M M fig gal/5M KM; ‘ // U0 w ///\-/ U '66/{r/(g4, rt/H 919 \IJ ,, N/ \ A) k H/// D , D u, H .. flips/«l {,{ffifig flfl‘ (Mfg/l; M/K/‘l/ 4504714 i (gm/M) . V} U D V (Cq'lil¢a> \t» d) NCH bond angle HCN @3NHB—_\LLW if \ :5) a 5? £14”, 1 l ( 163(1)? “9pr 9/ j \ g/ H ma W N M w 2. (10 points) Which of the following compounds is more acidic and WHY? Draw equations showing the “ dissociation into the anion and H+. '0 * F/F/VLNHZ / F/l\/U\o H ~ r \\ F E; _ :V /\g \ of X a i t? i CD W t H "‘ i wait u , Wit.» A: mm f WWW“? a fixikufirg C? J! )2 4V \0' 0 mm VEM MM F 5? /’ z / / ‘2” / ‘e‘i/l £72. (/9 t l: V )5: WK 1/) "WW/mi (M Afiy’iA‘é, £17? a,“ \2 F 0 H /\// N I i’ 3. (15 points) Which anion is more stable? Draw resonance diagrams showing electron movement, where appropriate. A/LN (xamgg igjwmpé‘ W M <% Om N a 0M, 4:; WW WWW m mug/9W0 1-1 )V * r"")9’\4’/?I? Azr’ivfijlgh )ké’lifim I) at: A1.“ UJ’QJVUZ, Iii/[jig («War/(21,9 Which of these compounds is more acidic and WHY? «(.4 0,;2W;,i2, m M MM” My ' // f/ . / <7L N H A i/ 2 N H / f/ N H W W W6A WW / 1/ 2 . ,5 __‘_ ‘K I aim, K4 Asgpgwmm/CW 4. (10 points) Draw an atomic orbital diagram showing all hybrid orbitals and bond types (TC and o). HCN $6: ) ”CEN first #2? f 'l 3(7 S? 5. (8 points) Fill in the table below based on the numbered atoms of the compound below. //4 3 2 ‘M”/ Hybridization Shape Bond angle 1 $ S l [irifix‘mmmg \9 0 i 2 3 9 Z M? _‘\Lw__ 3 3 93 5rd“ E} {J \OQ J; 4 3 Q 2&9th]; E Q o" 6. (7 points) Draw possible structural isomers of CzHOFs. No repeats or omissions allowed. Please show line structures only. (KEY: C = 4 bonds; Oxygen = 2 bonds; H = 1 bond; Halogen = 1 bond) p (:3 I l/ f»( 1/7"“ ,l l l 7. (8 points) Circle and label each of the functional groups in this drug. Choose from the following list. If a group appears more than once, label only one instance of that group. allgefie, alkyné, efl‘nér, alcolfol, ketoiie, aldehyde, carboxylicacid, ester, amine, amide, aromatic hydrocarbon ‘ , ,, V” 6/ c” Aspartame 8. (12 points) Name each of the followmg compounds. )/ F'W‘w/QA/gu‘ye M (9 m (0 0,19,?‘9 sz M7) /Y)\d(&9£) 1/ (Am/M {1% M F/ \ ( (ML uanaL, My 04241 6W3) jag/56 lizmv ( Br) fl /fl M/ 3? \~ [Ax/war ~ 1“ 1M0; ,., K) )5 ” 01"” flkgxfi oak? \ i W" M r/ f?” (‘mke WM)W0/flfi(mj)ga (IA/W Zr» Q/thiafl 1/31/21 I {Mgr/«ff r/f/ \H fiat/MD” re 2 “ g‘guo/M w i 1. m‘dét) . “v” A l” M/ i "— t». gM/ia/ "'° i “ Map/117162136 M2» mtui/ayg /,. . v/ ,, ///r V) CB I/Plfiégémla L9 (14,, (L&/R.,¢7,>Ictxw If: f me (Mr 2,11 I 4’14»? ”39215165513 ) K i (WK (AN/Id / (1L5 ”day/1L5 ) 9. (12 points) Draw each of the following compounds. Line structures only, please! a) 3-chloro- l -ethyl— l -fluorocycloheptane b) 7-ethyl—2,3 -difluoro- l , 1,1—trinitrononane c) 4-sec-butyl- 1 -iodo~2,6—dinitrooctane d) l-bromo-1-t-butyl-2-chloro-3—isopropylcyclobutane ...
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