LAST NAME FIRST NAME UTEID 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 N Exam I Question 1 2 3 4 5 Section II Value 20 15 18 10 12 75 Section I Raw Total 75 150 Grade Score UTID February 2012 CH310N Exam I 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 1 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 2 Which of the following is the best choice of solvent for the formation of phenyllithium by the reaction of bromobenzene with lithium a tetrahydrofuran b ethanol c water d acetic acid 3 What is the major organic product obtained from the following reaction a b c d 2 methylpropene 1 butene 2 butene 2 methyl 1 propanol 1 4 What is the major organic product obtained from the following reaction a b c d 2 phenyl 2 butanol propiophenone PhCOCH2CH3 3 phenyl 2 butanol 3 phenylbutanone 5 What is the major organic product obtained from the following reaction a b c d 2 3 dimethyl 3 heptanol 2 4 dimethyl 4 heptanol 3 5 dimethyl 4 heptanol 3 5 dimethyl 3 heptanol 6 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 2 7 Which of the following mechanisms accounts for the acid base reaction of ethylmagnesum bromide with acetylene to give acetylide anion a b c d 1 2 3 4 8 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 3 9 Which combination s of alkyl bromide and carbonyl compound can be used to prepare the following product by addition of the Grignard reagent derived from the alkyl bromide to the carbonyl compound a b c d only 1 and 2 only 3 and 4 only 2 and 3 only 1 2 and 3 10 What is the major organic product obtained from the following sequence of reactions a b c d 1 2 3 4 4 11 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 12 What is the correct assignment of the names of the following functional groups a b c d 1 oxime 2 imine 3 amine 4 hydrazone 1 imine 2 amine 3 hydrazone 4 oxime 1 imine 2 hydrazone 3 oxime 4 amine 1 hydrazone 2 amine 3 imine 4 oxime 13 Which of the following compounds is the strongest base a CH3CH2OH b CH3CH2MgBr c CH3CH2OMgBr d CH3CH3 5 14 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 15 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 16 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 6 17 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 18 What is the relationship between the following two structures a b c d resonance structures stereoisomers tautomers constitutional isomers but not tautomers 19 What is the major organic product obtained from the following sequence of reactions a b c d 3 methyl 2 butanol 2 methylbutane 3 methyl 1 butanol 3 methyl 2 butene 7 20 What is the correct assignment of the names of the following ketones a b c d 1 acetaldehyde 2 acetophenone 3 benzaldehyde 1 acetone 2 acetophenone 3 benzophenone 1 formaldehyde 2 benzaldehyde 3 acetophenone 1 acetone 2 phenol 3 benzaldehyde 21 What is the major organic product obtained from the following reaction a b c d E 2 butene E 2 iodo 2 butene methylcyclopropane 1 iodo 2 methylpropene 22 What reactive intermediates are involved in the following reaction a b c d the trichloromethyl anion Cl 3C and dichlorocarbene Cl 2C the cyclohexyl carbocation the trichloromethyl cation Cl 3C the cyclic chloronium ion derived from cyclohexene 23 What is the correct assignment of the names of the following functional groups a b c d 1 enol 2 hydrate 3 acetal 4 hemiacetal 1 acetal 2 hydrate 3 enol 4 hemiacetal 1 hydrate 2 hemiacetal 3 acetal 4 enol 1 enol 2 hydrate 3 hemiacetal 4 enol 8 24 What is the major organic product obtained from the following reaction a b c d 4 hydroxy 2 pentanone 2 pentanone 2 pentanol E 3 penten 2 ol 25 Which of the following alcohols can be prepared from a Grignard reagent and ethylene oxide a b c d only 1 only 1 and 2 only 1 2 and 3 1 2 3 and 4 9 ID A CH310N Exam I Answer Section MULTIPLE CHOICE 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 ANS ANS ANS ANS ANS ANS ANS ANS ANS voidANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS …