CHEM2211 Exam 3 2006 - 2 cHEMrsinv 2zrr EXAM III NOVEMBER...

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2 cHEMrsinv 2zrr EXAM III NOVEMBER ()I,2006 Be sure to read each question carefully. Partial credit will be assigned where appropriate. To receive full credit you must andwer the question completely. Relax and good luck!! .I l. 1. (9 total points) a) Rank the following compounds in the order of increasing acidity (1 : least acidic): 2' d b) Ciearly mark the most acidic hyfrogen in the following molecules: z. (d total pornts) TOTAL Rank each set of substitients using the Cahn-Ingold-Prelog sequence rules by nurnbering the highest priority substituent I and proceeding in decreasing priority, numbering the lowest priority substituent 4. Place the number in the blank below the substituent. o il tl (a) -i-H u'. ,5 N . t;,f Y'\ s lo CH. I Z ,b{ '*. (uh \- b '6. 7. k t .t ,\. o tl tl tl (b) -NHCCH3 i 3 CH. I cH-cH3 // I Z 2. (8 total points)
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3. (12 total points) J Give the products of the following acid.base reactions. Underline the favored side for each equilibrium. 'sii -. .. ..'i n ,.{ ':r. ri ,: 1r- t, ts,?3 " :.,.i'tr1,, -i!5t \.: .r'$f , !ir,f rl95 i.i.t, ,.:.ii \!i' .'i* rI rlt H j\ t ..t '3i .. :tt ir*- raf 'iiX rr?-:-:J :+:,.,.3i flt \t . , .'rt *l li\ $,r4 lr\l: .i1t -tt b) @ + NHa c) /-'--"'1. a // \$/ ( N-H+ \/ \_- / c), , ffix \-J /- -% [^*t d) lrta.Nn, + HC=C-CHs- '11) r . r)tV h lz l\ lt,l / v L\ v vr - l/' ) +. "i+c#e.? u" €'*4 @"
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total points) , Complete the following reactions by providing the reactant(s), the reagent(s), or the major product(s). Be"sure to indicate stereochemistry by using wedged'and dashed lines where appropriate. (a) d OH I I OH I /Y I n'"'-' O- )/' H2 11, \' clz tt HrO J- .-- A / --t- A l. BH3, THF 2. H2O2,NaOH, H2O l. Hg(OAc) z,HzO 2. NaBHa
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(') I l. OsOa 2. NaHSO3, H2O Hso" \trrrr"'OH tr\ . C=CcIl-<U-
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This note was uploaded on 07/18/2011 for the course CHEM 1211 taught by Professor Atwood during the Spring '07 term at University of Georgia Athens.

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CHEM2211 Exam 3 2006 - 2 cHEMrsinv 2zrr EXAM III NOVEMBER...

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