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 Exam Question 1 2 3 4 5 6 Section II Value 10 12 10 14 16 13 75 Section I Raw Total 75 150 Grade Score ID A CH310 318M 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 ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS ANS B A C A C C D D C C B C C C C A A D C B D D C A A PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS PTS 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 3 1 UTEID CH 310 318 M EXAM 1 PART 2 Free Style Answer Format KEY 75 pts in this section 1 Conformations in cyclic systems Draw the most stable conformation in the box of the following cyclohexane compounds 10 pts CH3 3C H H3C C CH3 t butyl group is equatorial CH3 6 UTEID CH 310 318 M EXAM 1 KEY 2 Conformers Convert each of the compounds below to the most stable Newman projection around the indicated bond 12 pts 3 Configurational isomers Assign the follow chiral centers as R or S Show your assignment logic by drawing the groups around a circle giving priority 10 pts 7 UTEID CH 310 318 M EXAM 1 KEY 4 Conformations in cyclic systems Using chair drawings show two conformations of cis 1 chloro 3 methylcyclohexane 14 pts A Indicate the positions of the chloro and methyl substitutents and clearly label them as axial or equatorial B Indicate which of the chair conformations is the most stable and why es ur t uc e tr ar e s e es sam Th he t 8 UTEID CH 310 318 M EXAM 1 KEY 5 Draw the staggered conformations Newman projections of 1 chloropropane Label each as gauche anti etc and circle the most stable conformer 16 pts 6 Draw all the stereoisomers of 1 3 dichlorocyclopentane Label cis trans and meso if there are any meso isomers show the plane of symmetry Label any enantiomers You may use flat drawings for this question 13 pts plane of symmetry Cl H Cl H H Cl Cl H Cl H H Cl cis 1 3dichlorocyclopentane achiral meso compound trans 1 3 dichlorocyclopentane pair of enantiomers END OF EXAM 9