LAST NAME FIRST NAME 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 Exam II TEST VERSION B Question 1 2 3 4 5 6 Section II Value 9 9 22 15 12 8 75 Section I Raw Total 75 150 Grade Score UTID 10 20 2012 CH310N Exam II Version B 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 sequence of reactions a b c d 1 2 3 4 2 What is the IUPAC name of the following compound a b c d 4 phenyl 3 hexanone 3 phenyl 4 hexanone 1 2 diethyl 2 phenylethanal 1 methyl 1 phenyl 2 butanone 1 3 What is the correct assignment of the names of the following ketones a b c d 1 acetone 2 phenol 3 benzaldehyde 1 acetone 2 acetophenone 3 benzophenone 1 formaldehyde 2 benzaldehyde 3 acetophenone 1 acetaldehyde 2 acetophenone 3 benzaldehyde 4 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 2 5 dimethyl 4 heptanol 2 5 dimethyl 3 heptanol 5 What is the major organic product obtained from the following reaction a b c d 2 phenyl 2 butanol 3 phenyl 2 butanol 3 phenylbutanone propiophenone PhCOCH2CH3 2 6 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 only 3 only 1 and 3 only 2 and 4 7 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 3 8 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 9 What is the major organic product obtained from the following reaction a b c d 2 pentanone E 3 penten 2 ol 2 pentanol 4 hydroxy 2 pentanone 10 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 4 11 Which of the following has the highest boiling point a hexane b 1 pentanol c pentanal d butanoic acid 12 What is the approximate pKa value of acetic acid a 2 b 5 c 15 d 35 13 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 5 14 Which of the following carboxylic acids undergoes the most rapid thermal decarboxylation reaction a b c d 1 2 3 4 15 What of the following is the correct assignment of the classes of the following compounds a b c d 1 lactone 2 ester 3 amide 1 ester 2 ester 3 imide 1 ester 2 imide 3 amide 1 lactone 2 anhydride 3 imide 16 What is the IUPAC name of the following compound a b c d butyl isopropanoate isopropyl pentanoate pentanoyl isopropane isopropyloxybutanal 6 17 Which of the following compounds is a 2 amide a b c d 1 2 3 4 18 Which of the following compounds is a 3 amide a b c d 1 2 3 4 19 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 7 20 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 21 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 8 22 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 23 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 9 24 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 25 What is the major organic product obtained from the following reaction a b c d 1 2 3 4 10 Version B CH310N Exam II 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 ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS C A B C A B A A C D D B A C D B C A D B B B B C B 1 UTEID CH 310 N EXAM 2 PART 2 Free Style Answer Format KEY 75 pts in this section 1 Provide the products for the following sequence 9 pts O O O NaOH H2O O Heat OCH3 OH OH O 1 LiAlH4 2 …