Organic Chemistry Practice Tests and Answer Keys

Organic Chemistry Practice Tests and Answer Keys - OM - PR...

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Unformatted text preview: OM - PR EME D41 1.C P - PR EME D41 1.C OM O rganicChemistryI (CHM201C) The Second In-Class Examination OM October 31",2008 l{r1 Answor last first initial OM - PR EME D41 1.C Name (pleaseprint): D41 1.C Signature: COM - PR EME CaneID #: - PR EME D4 11. AM. Theexam will beginat 10:10AM andendat 11:00 PRE MED 411 .CO MPRE M ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EME D4 11. COM Directions: (1) Please not start the test till 10:10AM. Instead, pleasestart bubblingin the do for bubble if you wantyour scantron your name,studentID number,andthe consent grade posted your I.D. number. by (2) Please recordyour answers the scantron on accordingly the instructiongiven on it. to papers that be attached at It is stronglyrecommended the answers workedout on scratch and to the endof this examination thentransferred the scantron. (3) Periodic Table and Schematic Energy Diagram are provided at the end of this examination. OM - PR EME D41 1.C OM - PR EME D41 1.C P OM Q uestions D41 1.C OM - PR EME D41 1.C the name(IUPAC) for: choose correctsystematic l. (4 points).Please COM - PR EME (a) 1,2-dimethyl-4-cyclohexene [(b)/, 5-dimethylcyclohexene (c) 1,6-dimethyl-3- cyclohexene (cl[ :,+-dmethyl-2-cyclohexene (a) - PR EME D4 11. 2. (4 points). Please choose the correct skeletal structure for (2E,4Q-1-chloro-2,4heptadiene. (c) '<''r cl (d) cl ( COM - PR EME D4 11. \!/ct-t, Y Cl\-,\,/ COM fto) ED4 11. COM - PR EM ED4 11. 3. (4 points). How many vinylic hydrogen and allylic hydrogendoesthe hydrocarbon below has? 11. COM - PR EM (a) 2 vinylic and5 allylic hydrogens ft)i vinylic and4 allylic hydrogens (c) 4 vinylic and3 allylic hydrogen{(d) I vinylicand2 allylic hydrogens =i EI MPRE M ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 4. (4 points). Giventhe following reactioncoordinate diagramfor the reactionof A give D, whatis the reactant the rate-determining of step? PRE MED 411 .CO (a) A Progresr the reaction of (c) c (d) D OM - PR EME D41 1.C OM - PR EME D41 1.C P OM 5 . (4 points). Whatis the majorproductof the followingreaction? D41 lll \.4. 1.C Brz f,il v1f,, - PR EME cH2cl2 D41 Br cl 11. COM VBT (d) ct'; - PR EME Cf (c) 1.C OM (b) - PR EME D4 11. COM - PR EME D4 are to the 6. (4 points). Whatreagents required synthesize following alcohol? er*"BH3/TFIF, ED4 11. COM (b) 1.Hg(o Ac)z,HzolrHF, NaBH+ (a)HzSo+, Hzo 2. @ 2.HzOz, HzO (d)HBr,H2O HO', - PR EM 7. (4 points). What is the major product of the following reaction? COM "rt - PR EM ED4 11. Horyv (b) (c) COM (a) _ cH2ct2 a1 ED4 11. a) .I, \o/ 11. COM - PR EM \o,\,ar @ - PR EM ED4 8. (4 points).Whatis the majorproductof thefollowingreaction? HBr - PR EM ED4 11. COM + ED4 11. COM (a) lBr PRE MED 411 .CO MPRE M fl "rt (c) ''6 (d) E" OM 1.C OM - PR EME D41 1.C P 2 (d) @3 4 OM (b) 1 1.C (a) - PR EME D41 are for 9. (4 points).How manystereoisomers possible 1,2-dichlorocyclohexane? cl 1.C )','Cl D41 I - PR EME L_,2..*, :CHS and COM A OM - PR EME D41 10. (4 points). Indicate whether the following pair of compounds is identical or enantiomers,or diastereomers, constitutional isomers. (c) diastereomers (d) constitutional isomers - PR EME D4 11. ( (a) identical (b) enantiomers COM ll: (4 points). Is the following structure(R)-2-chlorobutane (S)-2-chlorobutane? or - PR EME D4 11. 9H' tY+.at \-/\i H-t'cr ED4 11. COM cHs - PR EM (a) (R)-2-chlorobutane \3P-'-chlorobutane COM - PR EM ED4 11. COM - PR EM ED4 11. COM 12.(4 points).How manyasymmetric centers doesthe following molecule have? (b) 2 (c) 3 - PR EM ED4 11. (a) I COM 13. (4 points). What will be the major productof the reactionof I mol of propynewith ED4 11. HBr (2 mol). - PR EM (a) COM Br,. Br PRE MED 411 .CO MPRE M ED4 11. A.e, I Br (c) (b) Br B OM OM - PR EME D41 1.C P - PR EME D41 1.C 1 4. (4 points).Whatwill be the major product of the reaction of I mol of propyne with Br2(l mol)/CHzClz? OM 1.C ,r4r, Br Br Y Bi Br 1.C OM - PR EME ,rd Br (d) (c) D41 (a) COM - PR EME D41 15. (4 points). What will be the major productof the reactionof 1 mol of propyne with followedby HzOzlHO'? disiamylborane - PR EME D4 o .^',..oH OH -A-. COM -Jt'-. (d) C'.Yo 11. (b) (a) (b) lc" aHo (c) AGr (d) AHr ED4 11. tul / COM ( - PR EME D4 11. 16. (8 points). Which of the following determines the product distribution (relative quantitiesof reactantand product) for a thermodynamicallycontrolled reaction? COM - PR EM 17. (8 points). According to Hammond postulate, the transition state structure of an the endergonicreaction more closeft resembles structureof: (c) halfway between reactant - PR EM ED4 11. (a) reactantthan product ( (b) product than reactant r'=and product / ED4 11. COM f8. (8 points). Which of the following compounds is optically inactive at ambient temperature? - PR EM (a) (b) \--'/ 11. COM "l _( ( ED4 n'clil1r-r (c) / 9,,' (d) 0 ,cH. Ttc'*€ "t'M.\A_'" - PR EM l r1:t. ti*\t t ED4 11. COM with a does the reaction of cis-2-butene 19. (8 points). How many stereoisomers peroxyacid provide? - PR EM ,-\ PRE MED 411 .CO MPRE M ED4 11. COM ( (a)1I falz (c)3 (d)4 PRE MED 411 .CO MPRE M ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EM ED4 11. COM - PR EME D4 11. COM - PR EME D4 11. COM - PR EME D41 1.C e,G (b) B D41 1.C F" L,or, (c) C - PR EME OM - PR EME A- OM 1.C belowis ratedetermining? 20. (Spoints).Which step(A, B or C) in the reaction D41 OM - PR EME D41 1.C OM P B, G;" )--..,'' c. (d) noneofthe above {-r,+Heo+ ...
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This note was uploaded on 10/06/2011 for the course CHM 201T taught by Professor Takanaka during the Fall '08 term at University of Central Florida.

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