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PracticeFinal2003-key - Final Exam Chem IC 2003 1(6 pts For...

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Unformatted text preview: Final Exam Chem IC 2003 1. (6 pts) For each of the following molecules, draw the Lewis structure, indicate the molecular geometry and give the hybridization of the phosphorous atom in each of the molecules. Lewis Structure (include lone pairs) Molecular Geometry Hybridization on phosphorous / \O v _ H H :1 ,~ 2 P03 .‘ 0_P_ H: Higomal Blamar SE a: g D _ H P 0/ \0 2. (24 pts) Circle the formula (only one) that best fits each of the following descriptions: a) solid at 25°C and 1 atm O E N F none of these b) stronger acid (first ionization) H3PO4 H2804 c) highest boiling point CH30H CH3CH3 H20 CH30CH3 . d) most ionic in character Mng Ber e) highest boiling point SiH4 CH4 f) highest boiling point NH3 H20 ‘ N2H4 S g) has one 1t—bond CO N2 C02 none of these h) has us and trans 1somers 2-methyl-2-butene 2-chloro-2-butene 2-mehtyl-1-butene E 5 1,, (AC l” {e i) forms strong rt-bonds F H Si 1 C l j) stronger bond ! 02 I 52 <\ SCHFM 040w wai’ m a k e, ,_ k) higher boiling point HCl , 1E Tr 4901/4 wl ‘Hrl Ga 100% Vow" c ‘ 'l'Sd'l 1) does not have an optical isomer Cysteine Alanine Final Exam Chem IC 2003 3. a) (5 pts) Draw the Lewis structure for methyl isocyanate, CH3NCO, including resonance structures. Assign the formal charges on the carbon, nitrogen and oxygen atoms for each of the resonance structures. The order of the atoms in the formula gives the skeletal structure. I 0 0 H 0 fi/ It fi|/ i‘ I] it! H—C’N‘E (1—0: rI~C-N=c:o\\ H-fv “((130 ll! “H O 2" .11 C7 0 o rt ~l 0 +1 c) (3 pts) Draw the molecular geometry of the most stable resonance form of CH3NCO with the appropriate bond angles. Indicate the approximate angles between the atoms. 4. (4 pts) Write balanced reaction for complete combustion of cyclobutanol in air. , w ’0 + WHO /0H 091430 + 30); -——> 0/62 z 5. (4 pts) Oxidation of a primary alcohol produces an aldehyde, which oxidizes further to produce a carboxylic acid. Oxidation of a secondary alcohol produces a ketone. No reaction is observed for the oxidation of a tertiary alcohol. Draw the structure of cyclohexanol and the structures of the product(s) formed from the oxidation of cyclohexanol. 0H (,9 s ecomgj’érjkal “—9 kaloM 6. (4 pts) Give the systematic name for the following compounds. [PMNHQZCIZ] oliamww‘mx 0“ Mar ja’n‘num It) K2[Co(CN)4] 035i» el’ra 7‘ m (J CObOI l iral'€(II) Final Exam Chem IC 2003 7. (4 pts) Only one geometric form is known for Zn(NH3)2Br2. Draw its structure and indicate the molecular geometry. Structure Molecular Geometry B‘r' . (n 7 /? n \ +e’rra edml ‘ NI’I Er h 3 N H 3 8. (4 pts) The complex [Co(en)2Br2]Br is low spin. Draw the d-orbital diagram, including the electrons. 3 + " Ca 0i 5 .. _.. E 00+achifl/1i ’11 ll! fl, \0w set A 9. a) (4 pts) Draw the high spin d-orbital diagram for octahedral [Co(H20)6]2+ and tetrahedral [CoC12(l-IZO)2]+ complex ions. .. ”(3071+ at 7 C03”... (A g i i 4... :L 1. E Ill M 1 AL .3. [CC’(I'120)6]2+ [CoC12(H20)2]+ b) (2 pts) Which complex ion absorbs light of longer wavelength, [Co(H20)6]2+ or [CoC12(H20)2]+? [300+ > A ’c a t— . , +- 0 : [dc/A <\ QaClz(HZO)aJ 5' Wall .44“) ié'VlgM 10. (6 pts) Draw the optical isomers of the complex ion [Cr(en)(NH3)2C12]+. The dashed line represents the mirror plane. I N H s t 5 : H Nth" LI) ,NHg l FEN‘ -Cl 1' N 7' ‘ ‘ C r‘ "i l r\ > I NH 10/ l \ a cl / l 1 a ‘ c l C I 5 C aU iOiC’xml’lca/i SadlSl‘rlMer/ds Wot/3t Jbe, 9’3 (goo) 3 Final Exam Chem IC 2003 11. jawwll' f...— 12. 13. 14. 15. 16. (4 pts) Suppose 0.010 mol of each of the following compounds is dissolved in 1.0 L of water to make four separate solutions. Rank the resulting four solutions in order of conductivity, from lowest to highest. KNO; [Co(NH3)3]C13 Na2[PtC16] [Cu(NH3) 2C12] (.12. (:4 (:3 61‘ mwwzaz} < KNQ; < ml [mag < [cum-iggci; (4 pts) Thalidomide was a sedative introduced in Europe in 1956. The inactive enantiomer of thalidomide caused severe birth defects. Circle the chiral carbon (only one) in the structure of thalidomide shown. 0 Omkclu rod (4 pts) Draw the structure of the tripeptide ala-phe-cys in that order. @1 s H I [I HZM~c~c"MH-IC ~c NHd— Ci I H H H OH (4 pts) Write the complementary nucleic acid sequence for the following DNA sequence using the concept of complementary base pairing. GAT GCC AGT C FHCGGT’CH (2 pts) Circle the chiral carbons in D-ribose. 0 OH OH OH (|)H ll . H—C (II—H H H H H (6 pts) A 1.35 m aqueous solution of a compound has a boiling point of 101.4°C. Which one of the following could be the compound? The boiling point elevation constant for water is 0.51 °C kg/mol. Circle the correct answer. N0 WORK = N0 CREDIT a) CH3CH20H b cfiHno6 . c)) Na3PO4 AT 3 ZKb (M e a; lz¢10C= l, (0151C)(I'35M) 6: Z. Mal/wt Final Exam Chem 1C 2003 17. Nylon 66 is formed in the condensation reaction of adipoyl chloride and hexamethylenediamine. HzN—(CH2)6—NH2 hexamethylene diamine ? Cl—C—(CHZ) 4—C—Cl adipoyl chloride a) (4 pts) Draw the structure of the dimer which is formed in the condensation reaction of hexamethylene diamine and adipoyl chloride. Hz. M {all}é NH é'fcrl b) (4 pts) What is the repeating unit of nylon 66? —-E [655?!th H t7! 0 ‘Cl’l {C1412 ‘C' 9 {teal 3E. 18. (12 pts) Use the back of the information page for scratch paper then clearly draw and name the structural and geometric isomers of C4Hg. Structure: Name: Structure: Name: Structure: Name: HZC’ : CHCHZCH; i— butane. Hams — 2-— bui'eI/LL C1 @3010 bottom/L2. There are six total. Cross out any isomers that are not part of your answer. 1 CK; c/ CHS C ‘: H / \ H mall/1 Id 010 mpamo. Final Exam Chem IC 2003 19. (4 pts) There are two isomers of C2H2C12 that are polar. Draw the _tw_o polar isomers onlx. Draw an arrow that shows the direction of the net dipole. Cross out any isomers that are not part of your answer. I H\ /H H ,C c: ‘ C+“> ci/l' \Cl H \Cl ('3 \ a. H 20. 6 ts Indicate the t e of cr stalline solid formed for each of the followin substances. ( p ) yp y g C 0 Va l emf glucose [HUI ecu/(M Valine “40‘ 66M iflr SiOz “eh/U £2 Y—k Mg Md l l {a K02 i on n‘ C NH4C1 I‘ am I" g 21. (3 pts) Indicate the most important (strongest) intermolecular force for each of the following substances. CH4 ..___L;_l2_E— (NH2)2CO H'béVlOiI’t/lg KC]. lot/It‘d. 22. (8 pts) Draw the structure for each of the following compounds. a) 2-propanol 0 H l CH3CHCH3 b) an ether that is an isomer of 2-propanol 12-0, RI (‘3 H30 CH5CHZOCH} c) trimethyl amine CH3 / ca-w .5 \ CH3 (1) a secondary amine that is an isomer of trimethyl amine R 6 Hz CH; /\/MH H’ N: r 6.! ca MHCH c} If Z 3 l3 Crl3 5 W S a WLL, Final Exam Chem 1C 23. (8 pts) Match the functional group with the letter of the corresponding molecule. Q§ ,0H 9H3 CHZCHNHCH 3 9 l a) b) © 0) CH3CH2CNHCH 3 d) 9H3 9 C) CH3C= CH _CH3 0 CH 3NH 2 g) (CH3)2COCCH 3 h) CH 3 .l i) OCH 3 l) ©.© k) (CH 3)3N l) O I {7 secondary amine 1. primary alcohol ) ketone (1 carboxylic acid C amide l4 aldehyde 2003 CH CH 3CH2CHCH 3 l? CH3CH2CH CH 3CH 2CH 2CH 20H ’3 ester a L ether 24. (10 pts) A solution of methanol and propanol has a vapor pressure of 145 torr at of 40°C. At 40°C, the vapor pressure of pure methanol is 303 torr and the vapor pressure of pure propanol is 44.6 torr. Assuming the solution behaves ideally, determine the mole fraction of propanol in the solution. 0 P: Xml? + XPPI: x‘m +XP5i W1 I‘ll S : X34803) +- XP(<M,6) |"lS —; (1— XP)(303) + XP(QH.6) XP :: 0,6i ...
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