chem312 s05 exam1

chem312 s05 exam1 - 1 Nam: Chem 312—Simek January 20,...

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Unformatted text preview: 1 Nam: Chem 312—Simek January 20, 2005 INSTRUCTIONS 1. Be sure your exam has 4 pages of questions, none blank. Write your answers directly on this exam. 2. A periodic table is at the end. 3. You may use a writing implement. No calculator should be used. 4. Please, scrupulously avoid glances at other exams! 5. If you have a question during the exam, raise your hand and the instructor will come by. 6. If you finish early, please leave as quietly as possible. Note: On all matching questions, there is no restriction on how many times each selection can or must be used. There is only one correct answer to each question; writing two answers will be counted as incorrect. POINTS 1 g [12 2 [20 we 1. (8 points) Match the functional group with its name from the list of names. Put the letter of the functional group in the blank. A. alkene D. ether G. aldehyde K. carboxylic acid .B‘. alkyne E. amine H. ketone L. amide C. alcohol xFI nitro J." ester M. benzene x NH2\ \ s -. a 1-1 Functional group #1 = Functional group #2 = H 1e. (1, a C) a L; '#l l Functional group #3 = Functional group #4 = j ' @SfE R 2. (4 points) Deduce the molecular formula of this structure. Put a number for each subscript even if it is a "l". \/ , NO 0}\( 2 A CEHENiOE points on this page ? I12 Chem 312, Exam 1, p. 2 Initials Questions 3-10, 2 points each, refer to the compound represented b this structure. Caution: not all atoms are shown and not all bonds are shown. Circle the letter of the correct answer. * = 1 ma :7 in mail-(9. '1 swab. ‘1“?— '“”“ - -' my use 1 z—U Git)»; m0} ( 1 2 % QNEC 1:707‘Fl7lgwi7 H 3. What is the hybridization of the carbon atom labeled #4? 3. sp sp2 c. sp3 d. this atom is not hybridized e. none of these choices is correct 4. What is the bond angle around the oxygen atom labeled #6? a. 90° ((9 109° c. 120° (1. 180° c. this bond angle cannot be determined 5. What is the geometry of the atoms around the carbon atom labeled #5? @ tetrahedral b. trigonal planar c. linear d. pyramidal e. bent 6. What is the hybridization of the carbon atom labeled #2? .1“ k3)» sp b. SP2 c. sp3 (1. this atom is not hybridized e. none of these choices is correct 7. What is the bond angle around the nitrogen atom labeled #3? a. 90° b. 109° @ 120° (1. 180° e. this bond angle cannot be determined 8. What is the total number f PI bonds in this structure? (one of these is correct) 012345789101112131419 9. Electronegativity would induce what type of charge, if any, on the nitrogen atom labeled #1? a. 5+ b. 5" c. zero charge (1. cannot be determined + b. 5‘ c. zero charge finnot be determined 11. (4 points) Draw a structure in the box of molecular formula CQHQNO that contains an amine and an alcohol. (Any other functional groups are OK__as long as your structure has an amine and an alcohol and the correct molecular formula.) A \ how 0 \ a rd Q m H /57 I20 points on this page Chem 312, Exam 1, p. 3 Initials 12. (9 points) Matching. Match each pair of structures with its isomer type, if any. A. structural isomers D. identical structures, not isomers /B. geometric isomers E. unrelated compounds, not isomers C. conformational isomers CH3 OH E“ W (it; Q: ) H OH H\ CH3 '3 1 / x" f a. - and I; H H H H H HO b 3:\ and ‘>=\ HO B1- :\\(:3 Br \ ’3 Br 2- c. and 4 Br Cl$ Y lily 3U 6V Ely 13. (6 points) Write the name of the substituent group (in the box) attached to cyclohexane. Qhfi£38\ ‘ 32 g. m U g2; 14. (6 points) Identify each structure as cis or trans or not defineatry Circle the answer. H tow—Lt : (1‘3 NH HZNM 2 H CH3 CH3 H n,” > F_ H cis ans otd 'ned/i @not defined cis 15. _(6 points) Determine the correct number of units of unsaturation in the structure or formula. OH => 0 1 2 3 4 5 6®8 (circle the correct number) HO b. C13H8Br3N02 E:> k (fill in the correct number, an integer between 1 and 99) tribromsalan (bacteriostatic) Q 1: EC; 3?, SENS N01 .— \D-—— points on this page / I27 ClBHiiN :1 115‘ Q 3’; H LO oral contraceptive Chem 312, Exam 1, p. 4 Initials 16. (8 points) For each name, circle its correct structure. If the corr {structure is not among those shown, draw the correct structure in the box. If you write a structure in the b0 ,- grader will assume that you mean that none of the given structures is corre a. CIS-1-ISOBUTYL-4-ISOPROPYLCYCLOHEXANE 9 IS mommy IF ANY STRUCTURE APPEARS IN THE BOX WHEN -' THE CORRECT STRUCTURE APPEARS ON THE RIGHT, be, may A’Q EBEPJTELLPAE QIYEU _______________________________________________ _ _ b. 3-BROMO-2—C CH3 H2 C, C l H \Cl ‘13“ C 74 l / Br H “I " -[ 4 ‘5 I CH3 :3 H 3 H CH3 H2 CH3 IF ANY STRUCTURE APPEARS IN THE BOX WHEN ‘55} ct:- H 3 W — C} C THE CORRECT STRUCTURE APPEARS ON THE RIGHT, ; t LN H Br CH3 I N0 CREDIT WILL BE GIVEN at A‘Cfigl‘: {C71 CH3 CH3 cl ~71. — C 17. (8 points) For each structure, circle its correct name. If the correct name is not among those listed, write the correct name in the space provided. Ignore alphabetization of substituents. (If a listed name is incorrect, it Is incorrect for a more significant reason than alphabetization.) l M E’Qmi CH3 CH3 fi-dihfigflgfiflgggo-Zflflfij‘m th 1 entane "1:,3-dibromo—4—f1uoro-2,4-dimeth11pentane Mdibromo— 1 -fluoro~1 ,1,3—trimethylbutane I,3—dibromofiffluordo—2,4,4-trirnethylbutane ‘ F Br Br” IT lot, 10 twig-N Fae-.4 H Bailey & Barley, 226(6) IF A NAME IS WRITTEN IN WHEN THE CORRECT NAME _________________________ _ _ 1.5. 3.139951"; _N_0_ 91391.39: WEE]: PEGWEPI _ 13- CH2CH3 {my \ {fairs-1-ethyl—3—nitrocyclopentane -l-ethyl—3—nitrocyclopentane gansA-afifino-3-ethylcyclopentane . ayafi-l—amino-3-ethy1cyclopentane ’No2 WW 0 IF A NAME IS WRITTEN IN WHEN THE CORRECT NAME IS SHOWN, NO CREDIT WILL BE GIVEN / points on this page & [16 c.va fins 63 83 is $9 $8 58 $an €qu 58 3mm 2 3 3mm m: a: x: 2: a «a 8 ea ma 3 mm no a 3 oh: am: 32 32 32 22 32 32 32 to: $3 $3 mo: SE E E. Q we 5 8 mg 3 8 S S 8 am am ANNNV SHNV SfiNv OdON NEON VéON odoN CHE ode N.NoH N63 N62 aha odmm Wm: ww mm 3.. ma Na 5 ca ah ah bh eh mu E. 2.. Nb mémfi QONH .. mANfi fiw: m4“: TN: ofiofi v.2: 0N0“ 042 fig 069 0N0 N13 almagsagaaaaaan um mm mm Hm cm 9» we be. we mu 3. me Na in :9 w.mm odh 0.2. méh 0.9.... 500 Wmo Wmc m.wm wfim aim ONW mdm mug gaaaagga ananpg em mm an mm NM NM on an hm @N mN VN mN NN adm m.mm _.Nm 0.: fl. N CNN .2 6 m m a mu .2 9H mm «n ma N.ON 0.2 QOH 04: o.N~ mdm oz m o z o m i I. b a I E <5 <> S: S: an m a fi . £5 .— WW mHZmEm—Am HEB m0 mama? UmQOHMm—m ...
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chem312 s05 exam1 - 1 Nam: Chem 312—Simek January 20,...

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