LAST NAME FIRST NAME UTEID COVER PAGE Instructions This exam will be closed book No notes books calculators or molecular models will be allowed The exam will be comprised of two distinct parts Part I will consist of a series of multiple choice questions Your answers to these questions must be submitted on a Scantron bubble sheet The answer sheet will be provided for you but you will need your own 2 pencil s Only answers marked on the bubble sheet will be graded Answers to Part I questions marked on the exam itself cannot not be graded No re grades will be possible on Part I of the exam Part II consists of questions for which you will need to write out your answers using structures and or words This part of the exam will be hand graded Answers for the Part II questions that are written in pencil will not be eligible for re grades Answers written in pencil with ink overlay will not be eligible for re grades If you use a pen to answer the Part II questions only blue or black ink is acceptable Answers written in red ink cannot be graded 1 You must have your valid UT ID card or other government issued ID with you You will need to show it to the proctors when you turn in your exam 2 Chapter 4 of the University s General Information catalog outlines this university s policies regarding exams as well as other quizzes administered during the semester Specifically students are expected to remain in the exam room until a test is completed These policies will be strictly enforced with no exceptions You may not leave the room for any reason until you are ready to turn in your exam If you wish to leave the room you will need to turn in your exam to the proctors and you will not be allowed to return Please plan accordingly by using the rest room before the exam starts CH 310 318 M Exam 1 Conflict Version Question 1 2 3 4 5 6 Section II Value 16 13 12 10 14 10 75 Section I Raw Total 75 150 Grade Score UTID September 2011 Objective Test Section Identify the choice that best completes the statement or answers the question There is only one correct answer please carefully bubble your choice on the scantron sheet 3pts ea 75 pts this section CH310M Exam 1 vA Multiple Choice Identify the choice that best completes the statement or answers the question 1 Which of the following structures represents trans 1 3 dimethylcyclohexane a 1 b 2 c 3 d 4 2 Which of the following is a tertiary alcohol a CH3CH2OCH3 b CH3CH2CH2OH c CH3 2CHOH d CH3 3COH 3 Which of the circled bonds is the strongest a 1 b 2 c 3 d 4 4 What is the correct assignment of common names for the following molecules a i butane ii isobutane iii isopentane b i butane ii isobutane iii neopentane c i neobutane ii isobutane iii pentane d i butane ii neopentane iii isopentane 5 Which atomic orbitals overlap to form the carbon hydrogen bonding molecular orbitals of ethane CH3CH3 a C2p H1s b C2sp H1s c C2sp2 H1s d C2sp3 H1s 1 Name ID A 6 What is the approximate C C C bond angle in propane a 90 b 109 c 120 d 180 7 Which of the following compounds can adopt a chair conformation in which there are no axial methyl groups a trans 1 3 dimethylcyclohexane b cis 1 3 dimethylcyclohexane c cis 1 2 dimethylcyclohexane d cis 1 4 dimethylcyclohexane 8 Which of the following best represents the shape of a 2p atomic orbital of carbon a 1 b 2 c 3 d 4 9 Which of the following statements is true a All molecules that have stereocenter centers are chiral b All mirror images are enantiomers c Superposable structural isomers are enantiomers d Isomers that are not superposable on their mirror images are enantiomers 10 Which of the following substituents has the highest priority according to the Cahn Ingold Prelog system used in assigning R and S configurations a NH2 b NHCH3 c CH2NH2 d CH2NHCH3 11 Which of the following compounds is are chiral a only 1 b only 1 and 2 c only 2 and 3 d 1 2 and 3 12 Which of the following elements has the highest electronegativity a C b Cl c P d Si 2 Name ID A 13 Which of the following Newman projections represents meso 2 3 dibromobutane a 1 b 2 c 3 d 4 14 Which of the following shows curved arrows that correctly accounts for the differences between the two structures a 1 b 2 c 3 d 4 15 What is the name of the linear hydrocarbon with the molecular formula C 7H16 a hexane b heptane c decane d undecane 16 Which of the following structures does not have a plane of symmetry a only 2 b only 1 and 2 c only 3 and 4 d only 1 2 and 4 3 Name ID A 17 Which atomic orbitals overlap to form the carbon hydrogen bonding molecular orbitals of ethyne HC CH a C2p H1s b C2sp H1s c C2sp2 H1s d C2sp3 H1s 18 Which of the following cycloalkanes has the most ring strain a cyclopropane b cyclobutane c cyclopentane d cyclohexane 19 Which of the following Newman projections does not represent 2 methylhexane a 1 b 2 c 3 d 4 20 What is the IUPAC name of the following compound a 1 1 3 trimethylpentane b 2 4 dimethylhexane c 3 5 dimethylhexane d 2 ethyl 4 methylpentane 21 What is the IUPAC name of the following compound a 1 isopropyl 4 6 dimethylcyclohexane b 4 isopropyl 1 3 dimethylcyclohexane c 4 isopropyl 1 5 dimethylcyclohexane d 1 isopropyl 2 4 dimethylcyclohexane 4 Name ID A 22 What is the configuration of the two chiral centers in the following molecule a 3R 5S b 3S 5S c 3S 5R d 3R 5R 23 Which of the following is a polar covalent bond a Cl Cl b C H c Na F d C O 24 How many electrons are there in the valence shell of the oxygen atom of water a 2 b 4 c 6 d 8 25 Which of the following is the definition of a meso compound a A molecule with stereocenter centers which is not chiral b A diastereomer with no stereocenter centers c A molecule with stereocenter centers which is chiral d A chiral compound with more than one stereocenter center 5 ID A CH310M Exam 1 Answer Section MULTIPLE CHOICE vA 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 B D A B D B B B D B A B C C B A B A C B D A D D A 1 UTEID CH 310 318 M EXAM 1 PART 2 Free Style Answer Format KEY 75 pts in this section 1 Draw the …