Summer 2007 test 1

Summer 2007 test 1 - WOW! alien: 227 Test I Name: KW ¢...

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Unformatted text preview: WOW! alien: 227 Test I Name: KW ¢ $1311?" Dr. Wells Summer 1 200?. score = opscan * 7020 + essay =Z_O* 70120 + 3: = 10° om? rm” o _, A gf‘ Essay A [10 Points) Nomenclature. é '9 K“ ’5' AG ("hwy J‘ W" > You “3V0 j ' __ Namejhgse compounds. F F CH3 CH3C((H3)2CHBrC(CH3)3 H H CH3 3,4—dim5th5meaM » LIZ—olifluoro—Q- / 3—bromor2,2,4,4— [/ \/ math L‘propawe tetmmeth L129,me F F F 5—050L0but5L—1,1,1—trifluororpmtawe \// 5—(1—eth5Lprop5L)—dewm __ / p__r_aw these compounds. CI F Cl K/ L/ / CI F m Br Br _ 2-ch | oropropane 1,1—dibromo-3 ,3~dichloro-S ,5- 4-isopropylheptane clifl uorocyc lohexane Br _ .. _ .—— 3“bromo-4-ethyl-2-methy]hexane 1,1,2,2-tetramethyIcyclopentane I O [ Essay B (10 Points) What is going on in holding? What is the scientific Significance? ORIGIN-OF—LIFE IJC SAN DIEGO Essa RESEARCHER DIES PIONEER: Chemist Stanley L. Miller showed that amino acids could have been synthesized on early Earth T HE CHEMIST KNOWN AS the father oforigin— of—life chemistry, Stanley L. Miller, died on May 20 at age 77. Miller was emeritus professor of chemisrry and biochem— istry at the University of California, San Diego. He had suffered a series of strokes that began in 1999- ln the 19505, Miller, working as a graduate student under the late Nobel Laureate Harold C. Urey at the University of Chicago, performed an experiment demons strating that organic compounds necessary for the origin of life can be generated from simple molecules under the con— this picture? Who is this? What is in the glassware? What is he ditions existing on early Earth (Science 1953, 11?, 528; I. Am. Chem. Soc. 1955, 7?, 2351). To mimic the oceang‘atmosphere system of early Earth, Miller put water and ammonia into a flask with hydrogen and methane gas, boiled the solution, and sparked the contents with an electrical discharge to simulate lightning. Several days later, the solution turned dark broum. Miller analyzed the solution and detected the presence or" at least two amino acids. Un- convinced by the results, Miller repeated the experi~ merit and got at least five amino acids—and in large amounts. \“lt’s one of those experiments that everybody dreams of,” says Jeffrey L. Bada, who was a graduate student of Miller’s at UC San Diego and is now a profes- sor of marine chemistry at UC San Diego’s Scripps ln- stitution of Oceanography. “The first time, it worked. “It was a huge breakthrough,” Bada continues. “Here was experimental verification that making the com pounds we associate with life was in fact a possible pro— cess that could have occurred on the early Earth. ” Miller received a bachelor’s degree in chemistry from UC Berkeley in 1951 and a PhD. from the Univer— sity of Chicago in 1954. In addition to his work on the origin of life, Miller investigated the properties of gas hydrates, the mecha— nism of action or" general anesthetics, and the thermo— dynamics ofbioorganic compounds. He is survived by a brother, a sister—in—law, two niec— es, and his caregiver and companion. Miller was an ACS member for 56 years.~LlNDA WANG y C (10 Points) Supply curved arrows to complete the mechanism 0 reaction likely to oscur as written? Explain. \-v‘.rw.cEN-ONLINEORG 10 MAY28.200? rd raw “rout f the proposed reaction below. Is this 1 . Which is the correct Lewis structure for CH3‘ '2 H e H 9 e H E H /..\ /'F3'\ H/\ G) B c D 2. ln VSEPR. spa stands for _n__ A. electro paramagnetic resonance Q B. estimated p-drbital rotation C. enriched parallel resistance 3. The process of converting atomic orbitals into molecular orbitals is called E g A. resonance B. sparking C. parceling D. parsing ® hybridization /\ D. Einsten-Planck research ® electron pair repulsion 4. The molecule below has _ 30 carbons. Consider the pesticide (right) to answer 5 questions 5 and 6. b/ 3 5. The formal charge on the phosphorous atom is _ [G A. —2 B. —1 C. 0+1 E. +2 CH3 .-0 o '-\ a ! l6 6. Which base 13 strong glough to deprotonate thls /C\ pestlclde? Q Kgofij fiat. ; Cl Cl A. F— 5 0:” w hydrogen iodide salt of 8- CH3“)? q 1”” f;5_ : 2,2—dichlorovinyldimethylphosphate C. OH" ' an ' D. H 55 X1“ ' (DKa=-3) 7. Cyclobutane warps to alleviate A. angle strain B. 1,3-diaxial interactions @torsional strain C/ D. the inductive effect E. none ofthe above ,/ 8. A pi bond ©requires . A. parallel sigma bonds parallel p orbitals C. end on end overlap D. parallel s orbitals 9. Which of the following compounds has a conformation that does not exhibit ring strain? A. cyclopropane B. cyclobutane C. cyclopentane ‘0 ® cyclohexane E. cycloheptane 1 0. Torsional strain is best described as _ A. elevation in potential energy as dipole interactions begin to dominate the equilibrile B. decrease in potential energy as pi bonds are formed C. elevation in potential energy as bond angles deviate from 109.50 D. decrease in potential energy as new orbitals are formed ( as in AO’s 9 M05) E ® elevation in potential energy as nearby atoms eclipse one another 1 1 . The H—O—H bond angle in water is 104 0 while the H—C—H bond angles in methane are 109.50 because A. oxygen is a bigger atom than carbon B. oxygen is a smaller atom than carbon C. oxygen is more electronegative [9. oxygen has no p orbitals /~ lone pairs of electons take more space than bonding pairs / 1 2. Compounds X and Y are . A. constitutional isomers Br B. the same compound C. not isomers O Cl F X Br 1 3. is thought to be the first to determine that organic compounds contain C. [l and 0. g): Lavoisier B. Wohler C. Avogadro D. Kekule E. [.icbig 1 4. stunned the Vitalists by making an organic molecule l‘rOm an inorganic molecule. A. Lavoisier Wohler C. Avogadro I). Kekule E. Liebig b 1 5. Consider the diagram below. Which atomic orbitals ofcarbon must be used to form molecular orbitals that will explain the sigma bonding in plant ripening hormone cthcnc ‘? mo atomic orbitals of carbon A. ls, 23, 2px, 213)., 2pz B. 2s. 2p2 C. 25, 213),, 2131 D. 25, 2px, 2px 23, 2pm 2133- E 1 6. The most stable conformation of butane is best described as @anti B. staggered C. gauche D. eclipsed E. axial b For questions 17 - 20 consider the equilibria below. F AG.“ = ? kjr’mol H (“I 1) H 173 - F Cl AGED = 3.6 kamol 0de H (cq 2) F H H H 183 18]) 1 7. The best name of compound 17 is @cis- l-iert-butyl—2-fluorocyclohexane B. {rans- l-{err-butyl-2-fluorocyclohexane C. cis- 1-neopentyl-2-fluorocyclohexane %\ D. trans— 1-neopentyl-2—fluorocyclohexane fl . g . +3,” E. 1-fluoro-2-(2,2—dimethylethyl)—cyclohexane <—" (X0 8,3,3 «3’ 5gb; \ <7 (:9 or #3 1 8. Which conformer would be most abundant in the second equilibrium (cq 2). @183 Q] [pk/jade i’N-Jezjamx J I) gflub/Jfli . 18b C. Neither, they are degenerate. D. Impossible to determine from this data. E. Do whut ? 1 9. The free energy difference between the chair conformations of compound (AUW) is the free energy difference between the chair conformations of compound (AG?) ‘ . smaller than {3 {Qt/£78,. <5 .3 larger than C. equal to 20. Consider the chair isomers in second equilibrium (eq 2). What percentage would be 183 ‘? @82% B. 73% C. 50% D. 27% 13.18% h ...
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Summer 2007 test 1 - WOW! alien: 227 Test I Name: KW ¢...

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