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 TTh 12 30 2 00 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 vC Multiple Choice Identify the choice that best completes the statement or answers the question 1 Which of the following compounds can adopt a chair conformation in which there are no axial methyl groups a cis 1 4 dimethylcyclohexane b cis 1 2 dimethylcyclohexane c cis 1 3 dimethylcyclohexane d trans 1 3 dimethylcyclohexane 2 Which of the following elements has the highest electronegativity a N b C c O d S 3 Which of the following structures represent the same stereoisomer a only 1 and 2 b only 1 and 3 c only 2 and 3 d 1 2 and 3 4 Which of the following structures is different from the other three a 1 b 2 c 3 d 4 1 Name ID C 5 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 6 Which of the following alkanes has the highest boiling point a propane b butane c pentane d hexane 7 Which of the following is a polar covalent bond a C H b Na Cl c Cl Cl d C Cl 8 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 9 Which of the following substituents has the highest priority according to the Cahn Ingold Prelog system used in assigning R and S configurations a NHCH3 b CH2NHCH3 c CH2NH2 d NH2 2 Name ID C 10 What is the correct assignment of common names for the following molecules a i neopentane ii pentane iii isopentane b i neopentane ii isopentane iii pentane c i pentane ii isopentane iii neopentane d i pentane ii neopentane iii isopentane 11 Which of the following is the most stable conformation of cis 1 isopropyl 3 methylcyclohexane a 1 b 2 c 3 d 4 12 Which of the following is a tertiary 3 alcohol a 1 b 2 c 3 d 4 13 What is the name of the linear hydrocarbon with the molecular formula C 11H24 a heptane b decane c undecane d eicosane 14 Which of the following have the S configuration a only 1 b only 2 c only 1 and 2 d 1 2 and 3 3 Name ID C 15 Which of the following cycloalkanes has the least ring strain a cyclopropane b cyclopentane c cyclohexane d cycloheptane 16 Which of the following best represents an sp2 hybridized atomic orbital of carbon which overlaps with the 1s atomic orbital of hydrogen to form a C H bonding molecular orbital in ethene H 2C CH2 a 1 b 2 c 3 d 4 17 Which of the circled bonds is the strongest a 1 b 2 c 3 d 4 18 Which of the following resonance structures is the least important contributor to the resonance hybrid of the acetate anion CH3COO a 1 b 2 c 3 d 4 19 What is the approximate C C C bond angle in propane a 90 b 109 c 120 d 180 20 Which of the following statements is not true regarding pairs of enantiomers a They have identical melting points b They react at identical rates with chiral reagents c They rotate plane polarized light in opposite directions d They have identical boiling points 4 Name ID C 21 What is the IUPAC name of the following compound a 4 ethyl 6 6 dimethyl heptane b 6 6 dimethyl 4 ethylheptane c 2 2 dimethyl 4 ethylheptane d 4 ethyl 2 2 dimethyl heptane 22 Which of the following Newman projections represents 2 4 dimethylpentane a 1 b 2 c 3 d 4 23 Which atomic orbitals overlap to form the carbon carbon and bonding molecular orbitals of ethene H2C CH2 a C2sp2 C2sp2 and C2sp2 C2sp2 b C2sp3 C2sp3 and C2p C2p c C2sp2 C2sp2 and C2p C2p d C2sp3 C2sp3 and C2sp2 C2sp2 24 Which of the following compounds is a carboxylic ester a CH3CH2OCH3 b CH3CH2COCH3 c CH3CH2COOCH3 d CH3CH2COOH 25 Which of the following Newman projections represents meso 2 3 dibromobutane a 1 b 2 c 3 d 4 5 ID C CH310M Exam 1 Answer Section MULTIPLE CHOICE vC 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 C C C D C D D A A C C C C C C C A C B B D A C C C 1 UTEID CH 310 318 M EXAM 1 PART 2 Free Style Answer Format KEY 75 pts in this section …