UNIVERSITY OF VICTORIA FINAL EXAMINATION, DECEMBER 2012

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1 UIVERSITY F VITRIA FIAL EXAMIATI, DEEMBER 2012 EMISTRY 101 Fundamentals of hemistry I Time: 3 hours and in only the bubble sheet at the end of the test period (3 hours). Instructors: A01 R Dr.. Burford A02 R Dr. S. Briggs A03 R Dr.. Burford Before you begin to write your exam you should find three items on your exam desk: 1) An exam placemat bearing your name. Sign this page. It will be collected during the exam when we check your student ID card. Do not use this page for scrap paper. 2) This exam question paper, containing an unstapled DATA sheet inside the cover page. 3) A bubble sheet (UVic Form A) for recording your answers. PRIT and shade in only your LAST name, then first name, and the last 7 digits of your student ID number on the bubble sheet. i.e. mit the leading V0. Do T include any info about the course, section or date on the bubble sheet. This exam question paper has 17 pages plus a DATA sheet. Students must count the number of pages in this examination paper before starting to write the exam. Report any discrepancy immediately to one of the instructors in the room. This exam consists entirely of multiple choice questions. There are 65 multiple choice questions worth 2 marks each. TTAL MARKS AVAILABLE = 130 This question paper contains enough blank space for working out the questions. o other paper is permitted. The basic Sharp EL510 calculator is the only one approved for use in hemistry 101. It is a University alendar regulation that no student may arrive at the exam after the first half hour and no student may leave the exam in the first half hour. If you finish your exam before 2¾ hours have elapsed then you may hand in your bubble sheet and leave. We ask that students not leave (i.e. that students remain seated) during the last 15 minutes of the exam so that everyone remaining may finish their exams without noise or disturbance. D T BEGI UTIL TLD T D S BY TE IVIGILATR The answers must be coded on the optical sense form (bubble sheet) using a SFT PEIL.

2 hemistry 101 Final Examination Dec. 10, 2012; Page 2 of 17 Select the BEST response for each question. Below is the energy level diagram for an electron in a hydrogen atom. Answer questions 1 to 4 with reference to this diagram. 1. Which of the following statements is IRRET? A. Transition T represents an absorption of energy. [Energy levels not exactly to scale] B. Level is the second excited state.. Transition R corresponds to an ionization. D. The value of the principal quantum number n in level is 2. W X R S T E. The hydrogen atom loses energy when it undergoes transition X. 8 D B 2. What is the frequency of the photon required to cause the transition labeled S? Energy A s 1 B J s 1 D s 1 E s 1 Y Z 3. What is the energy corresponding to the transition labeled X? A A J B J J D J E J 4. Which transition represents the reaction + + e (ground state)? A. Z B. Y. X D. R E. Y & Z 5. In a hydrogen atom, how many unique sets of four quantum numbers, n, l, m l and m s can an electron have when n = 4 and m l = 1? A. 6 B D. 4 E. 3

3 hemistry 101 Final Examination Dec. 10, 2012; Page 3 of Which of the following statements about electrons is IRRET? A. Electrons can be diffracted by a crystal. B. Increasing the speed of an electron increases its wavelength.. An electron s position and momentum cannot be known accurately at the same time. D. An electron has a smaller mass than a neutron. E. An electron that is farther from the nucleus of a hydrogen atom is higher in energy than an electron that is close to the nucleus. 7. Which of the following statements about a ground state rubidium (Rb) atom is IRRET? A. There are 18 electrons with principal quantum number n = 3. B. There are 9 electrons with angular momentum quantum number l = 1.. There are 2 electrons with magnetic quantum number m l = 2. D. There are at least 18 electrons with spin quantum number m s = ½. E. There are 9 s-electrons. 8. The correct condensed electron configuration of mercury (II) (g 2+ ) is: A. [Xe] 6s 2 4f 14 5d 10 B. [Xe] 6s 2 4f 14 5d 8. [Xe] 5d 10 D. [Xe] 4f 14 5d 10 E. [Xe] 6s 2 4f 10 5d 8 9. Which of the following statements in IRRET? A. When a cation is formed from a neutral atom, electrons are removed from the occupied orbital having the largest principal quantum number. B. The attraction between opposite electrical charges depends on the magnitudes of the charges and the distance between them.. A valence electron is attracted to the nucleus and repelled by the core electrons. D. The effective nuclear charge increases from left to right across the first row of the periodic table. E. Electrons in 4d orbitals strongly shield each other from the charge of the nucleus.

4 hemistry 101 Final Examination Dec. 10, 2012; Page 4 of Which of the following pairs of ions are isoelectronic? A. a 2+ and Zn 2+ B. P 3 and 3. 2 and l D. Si 4 and Sn 4+ E. l and a Identify the ion that has the following electron configuration. 1s 2 2s 2 2p 6 3s 2 3p 6 3d 8 A. Mn + B. o 2+. i 2+ D. i + E. u Which of the following atoms has the ground state electron configuration with the MST unpaired electrons? A. As B. Au. I D. Li E. Mn 13. If A > B means that the radius of A is greater than the radius of B then which of the following is IRRET? A. F > F + B. a > a. Br > a + D. > 2 E. Sr 2+ > a In which one of the following molecules or ions is the octet rule not followed (not counting )? + A. 3 B. 4. I 2 D. B 4 E Which of the following molecules has the most polar bonds? A. PF 3 B. SF 2. 2 D. SeBr 2 E ere are two resonance structures for the sulfate ion, S 4 2. The formal charges on the sulfur atoms in structures (i) and (ii) are, respectively? 2-2- S S (i) (ii) A. +1, 1 B. 1, +1. 0, +3 D. 1, 1 E. +1, +1

5 hemistry 101 Final Examination Dec. 10, 2012; Page 5 of For which one of the following does the best simple description (i.e. lowest and fewest formal charges) involve more than one Lewis structure (i.e. two or more resonance structures)? A. 3 2 D. 4 + B. BF 3. I 3 E. F 2 onsider the following five substances and then answer questions 18 to 20. A. S B. Bal 2. D. I 2 E. 2 F Which molecule has only E pi bond? 19. Which substance exhibits II bonding? 20. Which substance consists of polar molecules? 21. Which of these statements about hybridization is RRET? A. Four atomic orbitals must be mixed to make an sp 3 d hybridized atom. B. Water molecules are bent (i.e. V-shaped) because the oxygen atom is sp 3 hybridized.. All bond angles are 90 in every compound that has an sp 3 d 2 hybridized central atom. D. The carbon atoms in benzene, 6 6, are all equivalent and sp hybridized. E. The carbon atoms in hydrocarbons are always sp 3 hybridized. 22. Which of the following pairs has the ionic compound with larger (more negative) lattice energy listed first? A. sl, SrS B. BaS, as. Ba, Sr D. a, as E. Rbl, Lil

6 hemistry 101 Final Examination Dec. 10, 2012; Page 6 of The following three diagrams represent the orbital energy bands for three different kinds of solid materials. These are, from left to right: A. conductor, semiconductor, insulator B. semiconductor, conductor, insulator. insulator, conductor, semiconductor D. semiconductor, insulator, conductor E. insulator, semiconductor, conductor 24. onsidering likely intermolecular forces, which of the following should have the highest boiling point? A B D. 3 2 S E. F Argon condenses to a liquid at 87 K because of: A. the fact that it is a noble gas. B. London dispersion forces.. covalent bonding. D. ion-dipole forces. E. dipole-dipole forces.

7 hemistry 101 Final Examination Dec. 10, 2012; Page 7 of The ellipsoidal rods in the picture below best represent molecules in a A. normal liquid B. nematic liquid crystalline phase. smectic liquid crystalline phase D. cholesteric liquid crystalline phase E. crystalline solid 27. The structure shown is a representation of which molecule? A. GaBr 3 B. lf 3. BF 3 D. Sb 3 E. Pl A plot of change in potential energy versus distance for two atoms combining to form 2 is shown below. At what point (A, B,, D or E) is this two-atom system the most stable?

8 hemistry 101 Final Examination Dec. 10, 2012; Page 8 of Which of these compounds is T sp 3 d hybridized? A. [SiF 4 ] 2 B. SF 4. BrF 5 D. PF 5 E. XeF Which of the following oxides of nitrogen (A, B,, D or E) is -polar? A. B D. 2 E Diethyl ether ( ) can be involved in hydrogen bonding with: A. ethane B) itself ) bromine D) water E) polypropylene 32. The structure below is aproxen, a non-steroidal anti-inflammatory drug. ow many sp 2 hybridized ARB atoms are present in this molecule? 3 3 aproxen A. 1 B D. 10 E. 11

9 hemistry 101 Final Examination Dec. 10, 2012; Page 9 of onsider the molecule aproxen, whose structure is shown above in question 32. The oxygen-containing functional groups on the left and on the right of this molecule are, respectively: A. ether, carboxylic acid B. ester, alcohol. ether, carboxylic ester D. ester, carboxylic acid E. ketone, ester 34. Which of the following molecules has only single bonds? A. 1-pentene B. ethyne. aproxen (shown above in question 32) D. 2,2-dimethylbutane E. benzene 35. The correct name for the compound below is: A. 3,4-dimethylpentane B. 3-methylisohexane. 2-ethyl-3-methylbutane D. 2,3-methylpentane E. 2,3-dimethylpentane 36. Which one of the following compounds forms an ester on reaction with ethanol? A B D E

10 hemistry 101 Final Examination Dec. 10, 2012; Page 10 of Which of the following molecules is/are chiral? F 3 3 l l l Br Br l I (i) (ii) (iii) (iv) A. all are chiral B. none are chiral. (ii) and (iv) D. (i), (ii) and (iv) E. (ii), (iii) and (iv) 38. Which of the following molecules could best form a liquid crystal? A. B.. Boron-doped germanium n D. E. 2 3

11 hemistry 101 Final Examination Dec. 10, 2012; Page 11 of The correct name for the compound below is: A) cis-2-methyl-3-pentene B) trans-2-methyl-3-pentene ) trans-isohexene D) cis-4-methyl-2-pentene E) trans-4-methyl-2-pentene 40. onsider the hydrogenation of ethane (reaction shown) nickel catalyst 3 3 Using data from the DATA sheet, calculate (estimate) the enthalpy change (heat change) for this reaction. The answer is: (in kj mol 1 ) A. 432 B D. 130 E To a close approximation, the ideal bond angles marked a, b, c in the molecule below are,, and respectively. a b c A. 90, 180, 90 B , 120, , 120, D. 120, 120, 90 E , 90, The molecule in question 41 above has sigma ( ) and pi ( ) bonds, respectively. A. 11, 3 B. 13, 0. 11, 2 D. 9, 2 E. 4, 2

12 hemistry 101 Final Examination Dec. 10, 2012; Page 12 of onsider the following reaction: 3 3 +? 2 S The missing reactant represented by the question mark in this reaction is? A. 2 B D. E. ickel catalyst 44. onsider the following reaction: +? 2 S The missing reactant represented by the question mark in this reaction is? A. 3 B. ickel catalyst. 2 D. 3 E. 45. onsider the following reaction: (g) ignition or spark? The missing product or products represented by the question mark in this reaction is/are? A. 4 & 2 B D. 3 E. 2 & onsider the following reaction: 3 +? The missing reactant represented by the question mark in this reaction is? A. 4 B D. 2 E. 2

13 hemistry 101 Final Examination Dec. 10, 2012; Page 13 of The covalent molecules PF 3 and lf 3 have different bond angles. The predicted (i.e. estimated) sizes of the F-P-F bond angles in PF 3 and the F-l-F bond angles in lf 3 are, respectively, degrees and degrees. A , 90 B , , 120 D. 90, 90 E , Which of the following compounds is capable of geometrical (cis-trans) isomerism? I II 3 III 2 l l A. I and II B. II and III. I only D. II only E. III only 49. Which of the following statements concerning modern materials is IRRET? A. Vulcanization of natural rubber involves cross-linking the chains with sulfur. B. Doping a semiconductor makes it more conducting.. Plasticizers decrease the interaction between polymer chains. D. A polymer formed from two different monomers is called a copolymer. E. Semiconductors have a larger band gap than insulators. 50. The following is the molecular orbital energy diagram for Ms obtained from combining the 1s orbitals of two atoms such as or e. To correctly represent the electron energies for the ground state of helium hydride ion e + the orbitals labeled A and B will contain electron(s) and electron(s) respectively. A. 2, 1 B. 2, 2. 1, 0 D. 1, 1 E. 2, 0

14 hemistry 101 Final Examination Dec. 10, 2012; Page 14 of Band theory is the best way to account for the physical properties of transition metals. Which of the following sets of transition metals would you expect to have filled bonding molecular orbitals and empty antibonding orbitals, therefore the highest melting points? A. Ti, Zr, f B. u, Ag, Au. o, Rh, Ir D. r, Mo, W E. Zn, d, g 52. If you want to dope germanium (Ge) to make an n-type semiconductor, an appropriate element to select as a dopant is. A. Ga B. As. Al D. Sn E. Si 53. The structure of the styrene molecule is shown. From the selection of polymer structures given below, pick the one that correctly represents the molecular structure of polystyrene. 2 Styrene A B D E

15 hemistry 101 Final Examination Dec. 10, 2012; Page 15 of The compound 3 6 l 2 has how many structural (constitutional) isomers? A. 1 B D. 4 E Polyacrylonitrile is an addition polymer used in making furniture and clothing as well as many other items. Its molecular structure is given below Polyacrylonitrile Which of the following structures is the monomer from which polyacrylonitrile is made? A B D E The structural formula for the natural polymer cellulose is shown below. This polymer is familiar to us as cotton, from which many clothing items are made. The reason that wet cotton clothing takes so long to dry is? A. The cellulose polymer molecules are mostly cross-linked. B. Water reacts with the cellulose to produce carboxylic esters.. otton contains plasticizers that attract water molecules by ion-dipole forces. D. Water is attracted to cellulose by London dispersion forces. E. Water molecules are attracted strongly to the cellulose by hydrogen bonding.

16 hemistry 101 Final Examination Dec. 10, 2012; Page 16 of 17 Questions refer to the figure below. All of these structures have five (5) electron domains. 57. Which of these molecular shapes is T found for an sp 3 d hybridized central atom? 58.Which of these molecular shapes can be achieved by a central atom with a hybridization that is sp 3 d and also by a central atom with another type of hybridization? 59. Which of the shapes can lead to a molecule with an overall dipole moment vector of 0 (i.e. a non-polar molecule)? A. A and E B. B, and D. A only D. E only E. none of them 60. Which element M will lead to an MF 5 molecule with shape A above? A. Al B. Si. S D. P E. l 61. Which element M will lead to an MF 3 molecule with shape D above? A. Al B. Si. P D. S E. l

17 hemistry 101 Final Examination Dec. 10, 2012; Page 17 of If part of a Liquid rystal Display (LD) (such as on a cell phone) is heated, that part of the screen will go black. Why? A. The molecules become locked in position, and can no longer affect polarized light. B. The liquid crystal phase becomes a normal liquid phase, which is unable to affect polarized light. The nematic liquid crystal phase transforms into a smectic liquid crystal phase, which unable to affect polarized light. D. The liquid crystal molecules react with each other to form a polymer, which is unable to affect polarized light. E. Light is efficiently absorbed by hot molecules. 63. A certain solid is moderately hard and has a high melting point. The solid does not conduct electricity but the liquid formed when it is melted does conduct electricity. What class of solid is this substance? A. polymer B. ionic. metallic D. molecular E. covalent network 64. Which identification is IRRET for the following substances as solids? A. Si is a covalent-network solid B. Li 2 3 is an ionic solid. Table sugar is a molecular solid D. Si 2 is a covalent-network solid E. Diamond is a molecular solid 65. The 2010 obel Prize in Physics was awarded to Andre Geim and Konstantin ovoselov at the University of Manchester for their work on graphene, essentially single layers of graphite sometimes characterized as atomic-scale chickenwire. This exciting allotrope of carbon behaves as an excellent electrical conductor because... A. arbon p-orbitals overlap side-to-side throughout the entire sheet of graphene. B. The carbon network consists of only sigma bonds.. Graphene has a valence shell M band that is exactly half filled and the band gap is zero. D. Both A and above. E. Both B and above. ED F EXAM

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