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exam-fall99 - . » A Hour Exam #1 Last Name -&rfl$...

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Unformatted text preview: . » A Hour Exam #1 Last Name -&rfl$ Her / Chemistry 343 - Professor Gellman fax 5 October First Name _ ‘ ' General Instructions: . _ ' (i) Use scratch paper at back of exam to work out answers; final answers must be recorded at the proper place on the exam itself'for credit. ' Models are allowed. ' (ii) Print your name on each page. Era (iii) Please keep-your paper covered and your eyes on your own work. Misconduct will. lead to failure in the course. 1. (15 points) Draw structures that correspond to the following names. Show all atoms in your structure, including H atoms. I (a) trans-1-tert-butyl-3-flQrocyciopentane . f} 4;,— i—j‘al -‘— '3 “130:6 - C” /CJ<§ {is 5mm ' I F103;!“ l \C\“C "Q/ o(" A 5’ \ .3 - ' wees»er _ .. Z limo“ _ . \ /.» <19? (an-.45...“ (b) 1,5,7—tribromooctane CA/o meld-I" fi“ ’3‘ 8F 1 J5.» “57¢.- Cl/ ogwpwzcg erg/ace a? 00mm. h 55ch CRTIOM‘) =0 (c) cyclopropylcyclohexane \ :Jyazo cfcv ELAM=0 /C%,\ / I! 2/ hawkmw ‘45 W C " kc / {‘2 2. (10 points) Provide the IUPAC name for the molecule drawn below; l/_\\ (a) men-Cilia 3 " éeféne. ch—Cflz-CIH-cHg-Oflg CH3 ._ aft “phr‘ wry? Mméénhj cl - ‘4,°céb(o»3~/}aflry7[é-y¢%”¢ a; 400, “mg acmm 3m? _ u.) for (La/frauds C-l gr EW‘y‘A’Ap 4"”7291‘125] ‘ "'/ {2n no 55-0)‘ £“I £5? H I‘AIEHSFOF.I:] 3. .(18 points) On the molecule drawn below, indicate the hybridization of each carbon and the nitrogen. 111en answer the questions under the molecule. 5:9“- 5? kn f (b) What is the ccc bond angle? 4.x /.20 O What is the CON bond angle? N /?0 o /\ 4. (10 points) For each molecule below, provide a drawing that unambiguously shows the most stable contonnationt _‘ (am? 4m 746 Q’fnov’ J'I‘ k 5. 4 points) In the reaction shown below, identify which reactant is the nucleophile and which is e electrophile. - ' I \j Ewe/04:4; . 6. (21 [hear 0?) points) For each pair of isomers below, CiFICLE the One e < -— r. - - GREATER strain. griefly explain your reasoning. 130W CM 4% «fig-ad? wflfirflfiidfl‘ ~ ‘ ' Name ; 7. (22 points) Draw in the energy diagram for 360° rotation about'the C-C bond of fix BrCHchBrz. (Hint: the bromine atom is similar in size to a methyl group.) Define " \ ' the 0° torsion angle as the conformation in which two bromine atoms are eclipsed. Draw in structures (Newman projections) for ail local energy mimina and local energy maxima. You don't have to worry about quantitative differences among the local energy 'minlma or the Iocat energy maxima, ' te the RELATIVE energies of these species ' er one structure is igher or lower others)» a WWW aged-e = GD ‘ k N - 11*" '4 £Q'd?é )4) 06pm" S4vahu‘6, l‘ I o /—\ 0° 60a [303 I 80° 2%) o jogs 360 .l Avian/(7 {4% Tor:io:a@ baa/M;th same':@ / M‘v‘ch’tm /UVVU r1 / MHAy'mm :2 64)) ...
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This note was uploaded on 03/30/2008 for the course CHEM 343 taught by Professor Whitlock during the Spring '07 term at Wisconsin.

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exam-fall99 - . » A Hour Exam #1 Last Name -&amp;amp;rfl$...

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