Practice Exam 1 (Key)

Practice Exam 1 (Key) - Name: Practice Exam 1 Chemistry 333...

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Unformatted text preview: Name: Practice Exam 1 Chemistry 333 Fall 2010 These are questions taken from previous exams. The questions on the actual exam will be very similar. Questions may also be taken from the homework. This exam is about 1.5 times as long as the one you will have in class. Chemistry 333 Practice Exam 1 1) Draw a valid Lewis Structure for the following structural formulas. Make sure to: a) Show all electrons b) Assign formal charges. c) Give all appropriate atoms an octet. A) [CHQNOQI- a. v a, 9:6 H .6? ®// ' Dr; I} 69/1 Ca _ “a Q ’A’ '_ no ' H 9’ .° B) [HNCCI]+ ; a) .. _ Q 9?) erlficrgay or {—t—Nzci‘mclz m. L? on H 2) For the following structure: OZCZN a) What is the hybridization of the nitrogen}? 5'? 3- b) What is the hybridization of the carbon? 3 i c) What is the geometry of the nitrogen? +n S‘mr’hfiJ (P kid—“f d) What orbitals form the C-N single bond (sigma-bond)? St W C Cum-L 5332— B“ N e) What orbitals form the GM double bond; (pi-bond)? i am C. and P on M 562’ Wig: {0 (We Lat“ thbfld‘ 9V1 a WomaUJ Chemistry 333 Practice Exam 1 W 3) Draw a resonance structure for the following molecules that have full valence shells for all atoms. Use curved arrows to show the movement of electrons on both sides of the double-headed arrow. (Note that lone pairs are not shown. But the formal charges are correct.) A) B) H \ H/ 7 “3C xfalw/V‘ CH3 6 If possible, draw a resonance N\ f “ 5 “Cf” structure where all appropriate "r /‘7’ #- atoms have an octet or dust. 4 ‘\J (Eli's :3. A (BEA-laud resonate EB stacm b-vf' E—l dues no+ heme.“ ode-iv 9n o {'3 is a (and awfnbufbr‘. C) For each set of resonance structures, label the major resonance structure. Explain your choice. ® 7’16 WM an 7%; rabr‘ £5 hmw'afmngce, WCM an #2, War!!— wcvl’mrgmflim, W838” Mag Carbon afar-4 @ 7—W'fwo shafmfi weenie-l eon-tALm—fag, fir! am; @622 ach‘fsf. M WMW kWWdPW 41g groom 4w. Sew-c aMCl/vf'gfigfi'b). .3- Chemistry 333 Practice Exam 1 4) The alcohol below has the chemical formLila C5H120. Draw four different primary alcohols with the same chemiCal formula. OH How a. 5) Assign the appropriate formal charges to the atoms in the following structure. (There are no implicit hydrogens or lone pairs. What you see is all that is there.) :é}: H £336 | | . @C— I —-C-“~*C=C:N—H 2.0:? H H H—-—I\l——~H Chemistry 333 ‘ Practice Exam1 6) I Muitiplechoice: a) Circle all the molecules that are tetrahedral. b) Circle all the molecules that have a molecular dipole. CH,+ 3H," HCCH c) Cross—out the structures that would lead to an invalid Lewis structure? I_ d) List all the functional groups in Naproxen and Bupropion. For alcohols, amines, and alkyl halides, please specify 1°, 2°, or 3°. You do not have to identify alkane groups. ' . Va _ - - Carbafll‘o V10 2" 62le 6? {ct/“ah o J curl: Ci 0/ / \ . H “fl”?! ' N a ch’“ 7< H0 00 o a 3 \O / F £54504! m 3 Mn; (3' _ "fi Naproxen (AleveTM) Buproplon (Zyban TM) Pain and inflammation relief anti-smoking fanti—de ressant 1) 3:37» 14%!” / as about? Chemistry 333 Practice Exam 1 7) a) For each pair of molecules below, circle the molecule with the higher boiling point. if they have the same boiling points, circle both. if): Z Lo Lars ' i o r.»— Or ('me (Jib-ad“) w. \6/ (Pack. —+93¢«EL—¢JF Wfifii T; (as /o or . WW O w E Q“ gnar- Idi/éoméés‘ «£9 If” (fa-m @ W M “ii-fl fimb wgégchQ-S‘ b) For each pair below, circle the stronger acid. If they are the same, circle both *3 , o D or /\|/ HOW or c) For each pair below, circle the stronger base. If they are the same, circle both. =--. @NH ' (9‘ 3 /\/O‘H or 73 do «‘44th or frv Lam, cafe? 0 F“_ a. OFMOV' CH9) HON 0r ' 90% 0" 60M emu base. Jam F F . gee-{P49}! Wait—re. N * flea dim, ~H or or Br 9 W {Marc acid-(j, condwshén acid, (:5 cl) For each pair below, circle the molecule that is more soluble in hexane. in Jim. Malay" @NH3 0 twee“ 4x or HO_/U\/ or Chemistry 333 Practice Exam 1 3) 9) 5%‘(Qlfi a) In the space below, draw the most likely acid—base reaction between CH30H and NaNH2, showing both the reactants and the products. H .55) m J, HT {IO/x i+ tit—9"”? “4%; "F2 “(iii HflHq-l rt at? H" met) . (PK-a l'b (plan 33‘ b) Label the moleculeis) that are acting as acids and the moiecule(s) that are acting as bases. c) Estimate the pKa’s of all the molecules acting as acids. (i 3 pKa units) d) Which is more acidic, te conjugate acid? e) Which is more basic, t the conjugate base? f) Which side will the equilibrium lie on (left or 9) Draw curved arrow(s) to show the movement of electrons on the left-hand side of the reaction, which will transform the reactants into the products. h) Draw curved arrow(s) to show the movement of electrons on the right-hand side of the reaction, which will transform the products back into the reactants. Cross out all the statements that are incorrect. @wis Acids accept electrons flThe pKa scale is based on the equilibrium of an acid with water, where water acts as an acid.*’=“”“19e%¢~ c) Phenol (CBH5OH) is more acidic than water. ' Resonance structures can be different molecules. (/ m... 9) VESPR theory is based on the attraction of the attached substituents 9) CO2 is a linear molecule KWWW‘ h) Sulfuric acid (H2804) has a Lewis structure that breaks the octet rule. i) CH30N is an example of a nitrile. -7. " act as Wei» 1745111 esonance structures can never be transformed by breaking a single bond. “fig 4:. Cit/7% + Chemistry 333 - Practice Exam 1 , pvt-ell?t M )iL/he C=C double bond in ethylene (CHECHZ) is made up of two pi-bonds. 95W; in Dispersion or London forces are the attraction of two permanent dipoles. I) An alkane is an example of a hydrophobic molecule. K... g, gnaw“ W The main reason that water and alkanes do not mix because the alkanes wit/mid " l H d n’t like the water.é/ H— Is basses; Leaf-ear Mans H'szeLP. C“ ato— ymoolecules with very stable conjugate bases are weak acids. ? m” Lewis bases are also Bronstead-Lowery Acids. k SW p) HI is more acidic than HBr. 10) Give the IUPAC names for the following structures. :1 r l 3 r 5., 7. If S” 7 ‘7’ Br 3. Cl Q-e+hdl~lvmfi1ji lfbmmorgfchwm _ [fimeo firgfldgculor‘p, Mfg-tam sflmyfij‘ 0501c. Lac/16:44.9, #15,4}W&J[ 1,1744% 11) Crossout the names that are improper 1IUPAC names. Waseimethyl—octane :9 9’9: ’dfm%ujimfg% jm/t-ethyl-t-methylpentane :2) grwéhyl M1”st c) 1-bromo—2,6~dichloro-4-methylhexane )flrfzchloro—4—methylcyclooctane w.) lechtem"21"*+“d‘r‘5°m°‘€"‘€’ e) 1 -bromo-2—chloro-1-methylcyolopropane )f2—chloro—2,2-dimethylbutane @ ism-tier? M‘EJL‘E' 0'” 6" am “an 1‘ Chemistry 333 Practice Exam 1 Periodic Table of the Elements I hydrogen I puor metals alkali metals I nonmetals I alkali earth metals I noble gases : I transition metals I rare earth metals A1 26; Fe l __ ‘ - 21 22 23 24 :25 - 2? ‘23 29E 30 31: 32 33. 34 351' as }; gSc: T"; V Crl‘siln :CaCuiGaifia Bel-{T i H as} :49 4a 41 42 44 45 4a 4? 4s 49' 50% 54 _52_ = 4 «avaaamamwamwa4m«l " 56 5? Q? 743 4 75 l ‘ 7a: '49 8 W 32 as a ‘iTaiw Reg Ir Pt AquTi‘PbBiPo‘AtRn wam ' 39 104- 105: me 107- 144 109 _ 114 j A; Una; UnQIUnhUns Una Line Um ‘ 59 sci a1 62= as 64 as: 56 a? as as 702 1'13 eaaaaaaaaaaamw 9le 91% 92 9:4 94L 95 as 9?; ea 99; 100 1101 102 103 iauaamaflnaaaau ...
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This note was uploaded on 03/05/2012 for the course CHEM 333 taught by Professor Lavigne during the Fall '09 term at South Carolina.

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Practice Exam 1 (Key) - Name: Practice Exam 1 Chemistry 333...

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