200401M - W04 Sec 02 Card number 005 Chem 266 2 1. Many...

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Unformatted text preview: W04 Sec 02 Card number 005 Chem 266 2 1. Many compounds contain more than one functional group. Which of the following is both a ketone and a ether? 0 A) Hac—c -O—CH2'O"CH3 o B) H30 —CH2—o—CH2—c -H S? 9 C) H3C—C—O—CH2-C—CH3 o D) H3C—5—CH2—O~CH2-CH3 2. Which of these compounds would you expect to have the highest boiling point? A) CHgCHZCOl-l B) CH3CHZCH20H C) CH3CH2CH2NH2 D) CH3COCH3 3‘ Indicate the hybridization of the central atom in each of the following molecule and ion. i) SCS ii) 8H4" A) i) spz, ii) sp2 B) i) sp3, ii) sp3 C) i) Sp, ii) sp3 1)) i) sp3, ii) sp2 ~ 4. Predict the shape of the follow ions N03", NOZ'F, N02— A) N03", tetrahedral : N022 linear : N02". trigonal planar B) N03} trigonal planar : N02+, linear : N022 bent C) NOg', trigonal planar : NO;r bent, : N02". linear D) N031 pyramidal : NOf, linear : N021 linear 5. Hexane and 3-methylpentane are examples of: A) constitutional isomers B) enantiomcrs C) diastereomers D) none of these W04 Sec 02 Card number 005 6. Identify each double bond in the following structure as (E) or (Z) A) i. (E) B) i, (E) C) i, (Z) D) i, (Z) 7. An equal molar mixture of salicylic acid (shown at right), ethyl alcohol and NaOH are dissolved in the same IL solution. Which anion predominates at equilibrium? COOH COO“ COO 0.. O— OH 6 CH3CH20- A) B) C) D) Chem 266 COOH Gm salicylic acid 8. Which of the following pairs of structures do not represent resonance forms? + n — + .. n — A) H—CEN—O: and H-C= -9: H) :g.‘ and :é: I. /+ a. u + g _ -.Q. 2:0,. _ _ °.Q./ 3:0,: _ :9: -T . ' iCHCH c) Hac-C-CHCHa and H30 '0' 3 D) o I. I. ch—é—CHCHa and HgC-.O.==CHCH3 W04 Sec 02 Card number 005 Chem 266 9. Which of the following is true of any (8) - enantiomer A) It rotates the plane-polarized light to the right. B) It is the mirror image of the corresponding (R) compound C) It has the highest priority group on the left D) It rotates the plane-polarized light to the left 10. Which of the following is not correctly matched to the strongest intermolecular forces experienced by that molecule? A) 12, dispersion force B) N173, dipole-dipole C) CCl4, dipole—dipole D) CH3CH2NH2, hydrogen bonding ll. Which structure represents (R)—1-chloro~1-fluoroethane? E E 9": iii-Elam Girl-‘7 H Hr,“ CI CH3 CH3 F 1) ii) 111) A) i B) ii C) iii D) more than one of these 12. Consider the following compounds, 94on g 9H3 9H3 HiOH HOiCHa HO ? H H ? OH H i H H 5 CH3 HO ; CH3 H30 ; H EH3 6H fi :(SH i ii iii 1V which of the above compounds (i - iv) represents enantiomers? A) i and ii B) ii and iii C) iii and iv D) ii and iv W04 Sec 02 Card number 005 Chem 266 5 13. Consider the compounds C4HloCl which are chlorides. How many isomeric chlorides, including constitutional isomers and stereoisomers, are possible? A) 3 B) 4 C) 5 D) 6 Mi Methandrostenolone‘ a tissue-building steroid similar in structure to testosterone, is one stereoisomer of the structure shown below. How many stereoisomers including methandrostenolone does methandrostenolone have? CH3 OH 1 ' HHCH3 B) 64 Hac C) 32 D) 16 O [Si Assign the chiral carbon in structures i, ii and iii as (R) or (S) O (lez—c—cn-I3 ?’ fOOH 0 CW, 0., a, / I// H3c/ \IKZCH20H20H Ci/ \ /NH2 H30/ \ /H Br CH3 CH=CH2 i ii iv A) i) S iii) S iii) S B) i) R iii) R iii) S C) i) S iii) R iii) R D) i) R iii) R iii) R 16. Disregarding stereochemistry, what is the proper IUPAC name of the following com ound? P Cl OH M A) 2-chloro-4—hydroxy-2-hexene B) 5 -chloro-3 -hydroxy—4-hcxene C) 2-chloro-2-hexen-4-ol D) 5-chloro-4-hexen-3-ol W04 Sec 02 17. 18. 19‘ 20. Card number 005 The molecules i and ii below are: 0 0 Cl H < CH3 H §’,H / _~ H“:VC_-{%Mt, H“:VC_‘C\N 01 H Cl CH3 i ii A) diastereomers B) enantiomers C) constitutional isomers D) identical Which of the molecules below is a meso compound: CH3 CH3 CH3 “0 H HO H HO H H CH3 HO H H OH OH CH20H CH3 i ii m A) i B) ii C'} iii D) none of the above Consider the following molecules and ions. a) co b) C03” c) co2 d) CH3OH The order of increasing C-O bond length (from shortest to longest) for these species is A) d-b-c-a B) b-a-c-d C) a—c—b-d D) b—c-d-a Which represents the most stable conformation of all cis—l ,2,4-trimethylcyclohexane? Chem 266 6 ...
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200401M - W04 Sec 02 Card number 005 Chem 266 2 1. Many...

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