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Final.M05 - Tom 43F pom-5 BL l(8 points The following...

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Unformatted text preview: Tom 43F pom-5: BL! l. (8 points) The following compounds are active ingredients in over-the—counter pain relievers. Circle and identify the functional groups in both molecules. carbowlm auciol Z @ mlmlnol \ at l / D P. 5111‘ Aspirin . . Enigma! (acetylsah’cyhc and) (acgfam‘nophen) OM ol 6 2. (10 points) Name the following compounds. CH3 l a. CH3CH2CHCHCH2CH3 I z 3 [‘5 Ll'e+h\1l‘3‘me+l'i\1l [4626171142, CH2CH2CH3 5 to 3 Br Cl l l . b. HZQHiiHiHZCfs—CI \- \oromo ‘51515‘l'f‘wlfllbrodsfevxl'eme C1 C1 lOl I c. CH3%H%H§EH(cH3)2 5 ' CMluro 9&5 -o\}me+h~Jl Ji- bepl’am on c, «.9112 or 55~dalorzr 3,0 *dlmolrhjl—Hmepl‘amne 7CH3 LlaoH/x accepficl ) d. One of the above compounds exhibits cis/trans isomerism. Draw its isomers below. ' g “impel/Ml b 018 trans H H. ( C :: C \c : c 3rH C/ \ / \ & analog 6 Mr- H He Saw 61A! Hop or bfibm) sum!» Hg akin/30M 6mm W4 W l 3. a. (2 points) Draw the structure of each of the following compounds. b. (1 point) Circle any chiral carbons present. If there are none write “none”. c. (2 points) Draw the optical isomers ONLY if the compound has an optical isomer (Points taken off for duplicate structures). a. l-bromo-l—chloroethane Mirror Plane H 0W ”‘1 C“ T H‘ 4: £047, Q/r/’/C\ C'Hu‘ U U Q l b. cyclohexanone O (5 c. 3 -chloro- l -butanol m! u 5 (X “l *l (ll/MW Q ' l H‘O'C “ C ©CH3 HOHzCHzC/IIIC\ CM“ meat/OH H H CH3 CH5 d. 2,2-dimethylpentane d4 \ 2:1 2‘ A” H3C~$~i‘ ‘ “' CH5 “one CH \4 3 4. (5 points) Draw the structure for the tripeptide, Cys-Val-Ala in that order. (see structures given on last page) §H H%C,\/CM§ 4.“ {1 a“ i? W _ ll — C- Q~N~C~C~N*Cvc HQN 3 l | ‘OH H H H 5. (5 points) Polylactic acid is a polymer with the following strucuture: CH3 (H) CH3 0 CH3 (i I l" l [~0—CH—C—0—CH—C—0—CH—C~]n It is formed from a molecule which undergoes a condensation reaction with itself, eliminating water. What is the structure of the monomer unit? CM} 0 ({H; C: \ \\ l ~QH-C HO~QH—c-—OH O n (14. ll {— {-6 mm V WtoMWLLr “1“sz b" ‘ —-—\. kid/{1615 5m {($34— rapmfiny unf‘f” 6. (6 points) For each of the following transformations, state whether the overall reaction is an oxidation reaction, a reduction reaction, or neither. Circle your answer. a. The conversion of secondary alcohol into a ketone @ reduction neither b. The hydrogenation of an alkene into an alkane oxidation @ neither c. The conversion of cis—retinol to trans-retinol via the absorption of light oxidation reduction 7. a. (6 points) As shown in class, aqueous solutions of [Ni(en)3]2+, [Ni(H20)5]2+, [Ni(NH3)6]2+ are colorful. One of these complexes is blue, one is green and one is violet. Based on the spectrochemical series (see last page) assign the color of light each compound absorbs, and the color that we see. ,\- Si” " 0803‘ '. 030%6 Color absorbed Color we see ‘l/ . 2+ [Nllenh] allow vi 0“— l“ WWW}? “WA ‘X3___ 0 ‘1? . 2+ [N1(H20)6] r e (l m e h [Nimmr orange lo lvt b. (2 points) Name the following compound: [Ni(HzO)5]C12 \n €$MO\\)0L n} ckel C53 c\r\\ or} A e, c. (3 points) Draw the d-orbital diagram for the transition metal center in the ion Ni H 0 2+ [ (28%] A— 4- same; We Only 35 Mac . Mk“. 0\ All :1): 1V. Saw For high/”W ' 6 I'm A d. (3 points) Would you expect this complex to bed or diamagnetic? Circle one. - 8. (20 points) Circle the one that best fits each of the following descriptions. a. Most ionic in character LiCl NaCl @ b. Highest boiling point CH4 @ 802 c. Smallest atomic radius Sr2+ Ca2+ d. Strongest bond (19 02 H2 CH3 l e. 2-butanone dissolves best in H20 CH3CHOH f. Lowest boiling point Xe Ne g. Covalent Network P4 Li h. Metallic Solid A1203 Graphite i. Molecular Solid P Hg j. Ionic Solid ice PC13 9. a. (3 points) Complete the lewis structure for the following molecule adding multiple bonds and lone pairs where necessary. (without adding H atoms) CH3 :0: I ll CHg—CH~C—C_—': : 1 2 3 4 5 b. (2 points) What is the molecular formula? C H N O 4.4—— c. (5 points) What is the hybridization about the numbered atoms? 1. 5f 2563 3.5?2 4.S€ 5.5,” d. (4 points) What are the bond angles about the numbered atoms? 1. m5" 2. ms” 3. lLo° 4. 1809 10. (12 points) Draw the lewis structure and indicate the molecular geometry of the central atom of the following compounds. If more than one structure is possible, show the most likely structure according to formal charge. Show only one structure (even if resonant structures exist) Lewis Structure Molecular Geometry a. C032- , . l" ‘0' ll , +ri anl lunar .- /C\b: (3 l0 b. N3_ _ X] 3 '3 N1 l l“ Car (lowest formed W) C. 802 I ‘ S \ \o evxl' / \T 'o 11. (10 points) A solution is prepared by mixing 0.0300 mol CH2C12 and 0.0500 mol CH2Br2 at 25°C. Assuming the solution is ideal, calculate the composition of the vapor (% of the total pressure that is CHzClz and % CH2Br2) at 25°C. At 25°C, the vapor pressures of pure CH2C12 and pure CH2Br2 are 133 torr and 11.3 torr, respectively. I m 0 < ‘0 Z + V\ 3 <. N M 3 3. <. p PSO\V\ ’ 50 0.09 m PM“: 33L 023 +0”) + (Mire) o.o3+0-05 o.os+0(03 12. (10 points) An ice cube tray contains enough water at 220°C to make 18 ice cubes, each of which has a mass of 30.0 g. How much energy must be lost in order convert all of the water at 22°C to ice at -5.0°C. The heat capacity for H20“) is 2.08 J/g°C and for H200) is 4.18 J/g°C. The enthalpy of fusion for ice is 6.01 kJ/mol. a 21 wu¥f®mw+rd© CD Walflr W‘Us‘l' cool ’lo 0 Q 3 T’\ / (REC?) quv‘QAT :: 51403 (L! l8%°c\<31 C 39 7‘ — M 6583— 5% <._ r W, 3 la .. (3) +31% Ova-5C7 jg; )sm'J ice. vwos 000 mm a 0C : meT/zsLlDrl (908 6C ...
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