CHEM2301,Fall2018 Page1

OverviewOrganicchemistryisfoundationaltoabroadspectrumofscientificfields,including,butnotlimitedto,chemistry,biology,materialsscience,andhealthscience.Organicchemistryfocusesonhowcompoundsinteract,andthesemolecularinteractionsprovidethefoundationforfurtherstudyinavarietyofdisciplines.CHEM2301isthefirstsemesterinatwo-semesterorganicchemistrycurriculumattheUniversityofMinnesota.Duringthecourse,wewillstartwithadiscussionofstructureandbonding,followedbysubstitutionandeliminationreactions.Wewilldiscussavarietyoffunctionalgroupsandtheirproductionandreactions,aswellasthereactivityofalkenes,alkynes,andradicals.Attheendofthesemester,wewillcovermassspectrometry,infraredspectroscopy,andnuclearmagneticresonancespectroscopy.

CourseMaterialsAllcoursematerialsareavailableforpurchasefromUofMBookstoresinCoffmanUnionandSt.PaulStudentCenter.RequiredTextbook:OrganicChemistry,10thedition,FrancisA.CareyandRobertM.Giuliano,McGraw-Hill,2017Onlinehomeworkcode:Connectaccesscode(packagedwithtextbookoravailableseparatelyforpurchasefrompublisher’swebsite)RecommendedStudentsolutionsmanual:StudentStudyGuide/SolutionsManual,NeilT.Allison,McGraw-Hill,2017Molecularmodelingkit

CHEM2301

OrganicChemistryI

Fall2018

3Credits

Instructor

Dr.EmilyPelton155KolthoffHall(612)626-5841epelton@umn.edu

OfficeHours

PostedoncourseCanvaspage

CourseMeetings

Wednesdays6-8:50pm100SmithHall

CourseWebsite

https://canvas.umn.edu/courses/52905

WhatshouldIbringtoclass?

Youshouldbringyourclassnotebookandsomethingtowritewith.Youcanalsobringyourmodelkit,ifyouwish.

CHEM2301,Fall2018 Page2

PrerequisitesInordertoenrollinCHEM2301,studentsmusthaveeither

• agradeofC-orgreaterinCHEM1062(ChemicalPrinciplesII)oritsequivalent,or• agradeofBorbetterinCHEM1072H(HonorsChemistryII).

GoalsAsacomponentofyourundergraduateeducationhereattheUniversityofMinnesota,thiscoursewillofferyoutheopportunitytoidentify,define,andsolveproblemsandwillprovideastrongfoundationforthemasteryofknowledgeinthechemicalsciences.BecauseCHEM2301isdesignedtopreparestudentsforfuturecoursesinchemistry,whenstudentsleaveCHEM2301,theyshouldhavethefollowingskills.

• Contentmastery• Abilitytosolveavarietyoforganicchemistryproblemscorrectlyinatimed,highstakes

environment• Timeandresourcemanagement

Youareresponsibleformanagingyourtimeandresourceseffectively.Homeworkassignmentsareduethroughoutthesemestertohelpyoukeepontrack.Thereareavarietyofresourcesavailableduringclassandonourcoursewebsitedesignedtohelpyoubesuccessfulinthecourse.Youmustseekouttheseresourcesandusethemeffectively.Ifdevelopednow,timeandresourcemanagementskillswillserveyouthroughoutyourcollegecareer.

EvaluationStudentswillbeevaluatedbasedononlinehomeworkandexamperformanceonly.Thegradingbreakdownisasfollows.Exams ConnecthomeworkExam1:21% HomeworksA-M:7%Exam2:21%Exam3:21%FinalExam:30%

CourseWebsitesLectureCanvassite.StudentsregisteredinthiscoursemustusetheCanvassitecreatedforthisclass.Thissiteiswhereyouwillfindanyinformationassociatedwiththelectureportionofthecourse.Itwillcontainacoursecalendar,syllabus,andmanyresourcestohelpyousucceedinourcourse.Youwillfindyourexamandhomeworkscorespostedhereaswell,underthe“Grades”link.Connectsite.ThereisalinkfromthelectureCanvassitetotheConnecthomeworksystem.Followtheinstructionstheretosetupyouraccountcorrectly.

In-ClassActivitiesDuringclassmeetings,wewillbeemployingavarietyofin-classactivities,including(butnotlimitedto)demonstrations,in-classwriting,problem-basedlearning,andquizzes.Theseactivitiesaredesignedtohelpyouengageintheclassandmasterthecoursematerial.Bydiligentlyworkingontheseproblemsduringclassmeetings,youwillbeabletoassessyourmasteryofthematerialandwhereyouneedmorestudy.

Lettergrades(A-F)willbeassignedbasedonthestudent’soverallcumulativepercentage,withtheB-/C+cutoffsetclosetotheclassaverage.Forfurtherdetails,pleaseseepolicy.umn.edu/education/gradingtranscripts.

CoursemasteryisrequiredbecausefutureCHEMcourses(includingCHEM2302)buildoncontentfromCHEM2301.Becausethebulkofyouroverallcoursegradeisdeterminedbyyourexamperformance,itisessentialthatyouareabletodemonstratethismasteryduringtimedexams.CHEM2302alsohastimedexams.

CanIrecorddemos?No.In-classdemosarelikegoingtoaconcert–youwanttoexperiencethedemoinreallife,notfrombehindascreen.

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HowtobeSuccessfulinCHEM2301Everystudentdefinessuccessdifferently.Atthebeginningoftheterm,defineyourgoal(s)forCHEM2301andmakeaspecific,detailedplanonhowtogetthere.Ifyougetnothingelse,takethis:AttendinglectureanddoingtheonlinehomeworkISNOTENOUGHtoprepareyoutodowellonexams.Inthepast,studentswhohavebeensuccessfulinthecourse:

• Skimthetextbookbeforeeachclassmeetingsothatlectureisnotthefirsttimetheyseethematerial

• Attendeverylectureandtakeexcellentnotes• Activelyworkonpracticeproblemsgivenduringclass• Completeallofthesuggestedpracticeproblemsforeachchapter• Finishtheonlinehomeworkontime• Practiceforexamsasrecommended• Reviewandcorrectmistakesmadeduringclass,practiceproblems,homework,andexams

ExamsTimes.Examswillbegivenonthedateslistedduringclasstimefrom6-7pm(theFinalExamwillbeheldfrom6:30-8:30pm).AdjustyourscheduleNOW,andplananytravel,weddings,employmentopportunities,meetings,etc.aroundthesedates.Allexams,includingtheFinalExam,willbegivenONLYatthescheduleddatesandtimes.Nomake-upexamsoralternativeexamtimesareanoptionunderanycircumstances.TheFinalExammustbecompletedinordertoearnapassinggradeinthecourse.Locations.AllexamlocationswillbepostedonthecourseCanvassite.Format.Midtermexamswillconsistofavarietyofquestionformats(multiplechoice,shortanswer,freeresponse,etc.)andwillcovermaterialasoutlinedinthecoursecalendar.TheFinalExamwillbecumulativeandcoverallmaterialpresentedinthecourse,includinginformationpresentedafterExam3.Materialsforexams.YoushouldbringyourU-Cardandapenwithyou.Allexamsareclosedbookandclosednote,andnostudyaidsarepermitted,exceptthoseprovidedwiththeexamitself.Nosmartphones,cellphones,programmablecalculators,orothersuchelectronicdevicesmaybeusedatanytime.Examregrades.Regraderequestsmustbesubmitted,inwriting,directlytotheinstructor.Onlyexamstakeninpenwillbeacceptedforaregrade(exception:pointadditionerrors).Alinktotheregraderequestform,instructions,andtimelinesforresubmissioncanbefoundonthecourseCanvassite.Alteringanexamandsubmittingitforaregradeisanactofscholasticdishonestyandwillresultinascoreofzerofortheentireexam.Missedexams.Insituationsofatrueemergency,seriousillness,orUniversity-sponsoredtravel,anexcusedabsencemaybegrantedforamidtermexam.Toobtainanexcusedabsence,studentsmustcontacttheinstructorassoonascircumstancesallowtodiscussthenatureoftheemergencyandtoarrangefordocumentation.Theunweightedaverageofallthestudent’sothermidtermexamscoreswillreplacethezerofromtheexcusedmidtermexam.Onlyonemissedmidtermexamwillbereplacedinthisfashion.Ifcircumstancespreventastudentfromtakingmorethanonemidtermexam,ameetingmustbescheduledimmediatelywiththeinstructortodiscussanyoptionsavailable.Student-athleteswithatravelletterwhomissanexamduetoUniversity-relatedtravelshouldalsocontacttheinstructorearlyinthesemestertodeterminewhatarrangementsmaybeabletobemade.Formoreinformation,pleasesee:http://policy.umn.edu/education/makeupwork.

ExamdatesWednesday,October3Exam1

Wednesday,October31Exam2

Wednesday,November28Exam3

Wednesday,December196:30-8:30pmFinalExam

I’mgoingtomissaclass.WhatshouldIdo?

Lecturemeetingsaredesignedtohelpyoubesuccessfulinthecourse,andmissinganycoursemeetingwillputyoubehind.Youareresponsibleforallannouncementsandmaterialpresentedduringlecture,aswellasallin-classactivities,whethergradedorungraded.Ifyoumissaclassmeeting,itisyourresponsibilitytofindaclassmatewhoiswillingtosharehis/hernoteswithyou.

CHEM2301,Fall2018 Page4

GradingPoliciesS/Ngrading.IfyouareregisteredforthisclassonanS/Nbasis,agradeequivalenttoC-oraboveontheA-FscalewillberequiredtoearnanS,andagradeequivalenttoD+orbelowwillearnanN.ManyprogramsandtransfercoursesdonotlikeS/Ngradingandwillassumeitrepresentstheminimumpossiblegrade.Monday,September17,isthelastdaytochangethegradingbasisforthesemester.Incompletes.StudentswhohaveanexcusedabsencefromtheFinalExamandhavetakenallmidtermexamsmaybeeligibletoearnagradeofIinthecourse.IncompleteswillnotbegrantedifthestudentisnotpassingbasedontheworkuptotheFinalExam.ThisgradeisNOTroutinelyassigned.AnygradeofImustbemadeupthefollowingsemester.Afterthattime,allgradesofIwillbecomegradesofF.YoumustfilloutanIncompleteRequestform(availablein115SmithHall)andhaveitsigned.Seeyourinstructorfordetails.Withdrawals.Ifyoudecidetodroptheclass,youmustofficiallywithdrawfromthecoursefollowingthespecificrulesofyourcollege.Pleaseknowthatstudentswithdrawingfromthecoursewillnothaveanyrecordsretainedforuseuponretakingthecourse.Ifyouareconsideringwithdrawingfromthecourseforacademicreasons,Iurgeyoutocomeandtalkwithmeduringofficehours.Yoursituationmaynotbeasbadasyouthinkitis.

ChemFoundationsThisprograminvolvesthevolunteereffortsofadvancedundergraduate/graduatestudents(ChemFoundationsLeaders)whoenjoyteachingandhelpingstudentstosucceedinorganicchemistry.EachChemFoundationsleaderwillmeetatadesignatedtimeandplaceonceaweekwithstudentstoworkproblemsandreviewdifficultconcepts.Itisdesignedtobea60-90minuteactive-learningsession,notalecture,officehour,orprivatetutoringsession.Pleaseattendonlyifyouarewillingtoparticipateandengageingrouplearning.Youarefreetotryoutthedifferentleadersandselectoneormorethatbestfitsyourlearningstyle.Sessioninformationwillbeprovidedduringthefirstweekofclasses,andtheOrganicChemFoundationsprogramwillstartSeptember10.Formoreinformation,pleasecontactCurtisPayne(payne255@umn.edu)orProfessorJaneWissinger(jwiss@umn.edu).

TutoringOrganicchemistrytutorroom.Organicchemistrytutorsareavailableforfreeonadrop-inbasisduringthesummerin124SmithHall(thescheduleispostedonourcourseCanvaspage).Thetutorsaretheretohelpyoulearnandnottosimplygiveyouanswers.Thetutorsareactuallyinstructedtoaskyouquestionsthatwillhelpyouunderstandwhatconceptyouaremissingthatispreventingyoufromsolvingaparticularproblem.Solvingtheproblemyourselfwithatutor’sguidancewillenhancethedepthandretentionofyourknowledge.Itisimportanttomethatyourtimeiswellspentinthetutorroom.Iftutorsarenotpresentatscheduledtimes,arenothelpful,oriftheyleaveforextendedperiodsoftime,pleaselettheHeadOrganicChemistryTA(zhan3275@umn.edu)ormeknowimmediately.Privatetutors.AlistofpeopleavailableforhireasprivatetutorsisavailableonourcourseCanvassite,ifthisissomethingyou’reinterestedin.

Isthereextracredit?ThereisnoextracreditinCHEM2301.

CHEM2301,Fall2018 Page5

CoursePoliciesAppropriatestudentuseofclassnotesandcoursematerial

Takingnotesisameansofrecordinginformationandpersonallyabsorbingandintegratingtheeducationalexperience.However,disseminatingclassnotesandmaterials(includingexams,lecturevideos,practiceexams,worksheets,handouts,etc.)beyondtheclassroomcommunityand/oracceptingcompensationfortakingand/ordistributingclassnotesunderminesinstructorinterestsintheirintellectualworkproductwhilenotsubstantiallyfurtheringinstructorandstudentinterestsineffectivelearning.Suchactionsviolatesharednormsandstandardsoftheacademiccommunity.Foradditionalinformation,pleaseseehttp://policy.umn.edu/education/studentresp.

Sexualharassment

“Sexualharassment”meansunwelcomesexualadvances,requestsforsexualfavors,and/orotherverbalorphysicalconductofasexualnature.Suchconducthasthepurposeoreffectofunreasonablyinterferingwithanindividual’sworkoracademicperformanceorcreatinganintimidating,hostile,oroffensiveworkingoracademicenvironmentinanyUniversityactivityorprogram.SuchbehaviorisnotacceptableintheUniversitysetting.Foradditionalinformation,pleaseconsulttheBoardofRegentspolicy:http://regents.umn.edu/sites/regents.umn.edu/files/policies/SexHarassment.pdf.

Lateregistration

Pleasebeadvisedthatjoiningthecourseafterthestartofclassesdoesnotexcuseyoufromattendanceand/oranyworkcollectedand/orgraded.Youshouldgivecarefulconsiderationtothispriortolateaddition(afterthefirstdayofclasses)toourcourse.

Mentalhealthandstressmanagement

Asastudent,youmayexperiencearangeofissuesthatcancausebarrierstolearning,suchasstrainedrelationships,increasedanxiety,alcohol/drugproblems,feelingdown,difficultyconcentratingand/orlackofmotivation.Thesementalhealthconcernsorstressfuleventsmayleadtodiminishedacademicperformanceandmayreduceyourabilitytoparticipateindailyactivities.UniversityofMinnesotaservicesareavailabletoassistyou.YoucanlearnmoreaboutthebroadrangeofconfidentialmentalhealthservicesavailableoncampusviatheStudentMentalHealthwebsite:http://www.mentalhealth.umn.edu.

Studentworkloadexpectationsperundergraduatecredits

Forfallandspringsemester,onecreditrepresents,fortheaverageUniversityundergraduatestudent,threehoursofacademicworkperweek,averagedovertheterm,inordertocompletetheworkofthecoursetoachieveanaveragegrade.Onecreditequals42-45hoursofworkoverthecourseoftheterm(1creditx3hoursofworkperweekx14or15weeksinasemester=42to45hoursofacademicwork.Thus,enrollmentfor15creditsinatermrepresentsapproximately45hoursofworkperweek,onaverage,overthecourseoftheterm.

Overlappingandback-to-backcourses

Enrollinginoverlappingorback-to-backcoursesthatdonotallowenoughtraveltimetoarriveatclassmeetings(includingexams)ontimeisprohibited.Formoreinformation,seehttp://policy.umn.edu/education/overlappingclasses.

Useofpersonalelectronicdevicesintheclassroom

Usingpersonalelectronicdevicesintheclassroomsettingcanhinderinstructionandlearning,notonlyforthestudentusingthedevicebutalsoforotherstudentsintheclass.Forcompleteinformation,pleasereferencehttp://policy.umn.edu/Policies/Education/Education/STUDENTRESP.html.

Studentconductcode

AsastudentattheUniversityyouareexpectedadheretoBoardofRegentsPolicy:StudentConductCode.ToreviewtheStudentConductCode,pleasesee:http://regents.umn.edu/sites/default/files/policies/Student_Conduct_Code.pdf.

Notethattheconductcodespecificallyaddressesdisruptiveclassroomconduct,whichmeans"engaginginbehaviorthatsubstantiallyorrepeatedlyinterruptseithertheinstructor'sabilitytoteachorstudentlearning.Theclassroomextendstoanysettingwhereastudentisengagedinworktowardacademiccreditorsatisfactionofprogram-basedrequirementsorrelatedactivities."

Equity,diversity,equalopportunity,andaffirmativeaction

TheDepartmentofChemistryisunitedinthebeliefthatdiversityinallofitsformsisgood.Collaborationamongpeopleofallculturesandbackgroundsenhancesourexperienceasscientistsandcontributestoexcellenceinteaching,learning,andresearch.Westrivetopromoteaclimatethatcelebratesourdifferencesandstrengthensourdepartmentbyembracingandworkingtoincreaseourdiversity.

TheUniversityprovidesequalaccesstoandopportunityinitsprogramsandfacilities,withoutregardtorace,color,creed,religion,nationalorigin,gender,age,maritalstatus,disability,publicassistancestatus,veteranstatus,sexualorientation,genderidentity,orgenderexpression.Formoreinformation,pleaseconsultBoardofRegentsPolicy:http://regents.umn.edu/sites/default/files/policies/Equity_Diversity_EO_AA.pdf.

Scholasticdishonesty

Youareexpectedtodoyourownacademicworkandcitesourcesasnecessary.Failingtodosoisscholasticdishonesty.Scholasticdishonestymeansplagiarizing;cheatingonassignmentsorexaminations;engaginginunauthorizedcollaborationonacademicwork;taking,acquiring,orusingtestmaterialswithoutfacultypermission;submittingfalseorincompleterecordsofacademicachievement;actingaloneorincooperationwithanothertofalsifyrecordsortoobtaindishonestlygrades,honors,awards,orprofessionalendorsement;altering,forging,ormisusingaUniversityacademicrecord;orfabricatingorfalsifyingdata,researchprocedures,ordataanalysis.PleaseseetheStudentConductCode(http://regents.umn.edu/sites/regents.umn.edu/files/policies/Student_Conduct_Code.pdf)formoreinformation.Ifitisdeterminedthatastudenthascheated,heorshemaybegivenan“F”oran“N”forthecourseandmayfaceadditionalsanctionsfromtheUniversity.Foradditionalinformation,pleasesee:http://policy.umn.edu/education/instructorresp.TheOfficeforCommunityStandardshascompiledausefullistofFAQspertainingtoscholasticdishonesty:https://communitystandards.umn.edu/avoid-violations/avoiding-scholastic-dishonesty.

ManyinternationalstudentsandscholarsexperiencedifficultyduringtheirstayintheUS,andInternationalStudentandScholarServices(www.isss.umn.edu)officeisavailabletohelp.

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Disabilityaccommodations

TheUniversityofMinnesotaviewsdisabilityasanimportantaspectofdiversityandiscommittedtoprovidingequitableaccesstolearningopportunitiesforallstudents.TheDisabilityResourceCenter(DRC)isthecampusofficethatcollaborateswithstudentswhohavedisabilitiestoprovideand/orarrangereasonableaccommodations.

Ifyouhave,orthinkyoumayhave,adisability(e.g.,mentalhealth,attention,learning,chronichealth,sensory,orphysical),pleasecontactDRCat(612)626-1333toarrangeaconfidentialdiscussionregardingequitableaccessandreasonableaccommodations.

IfyouareregisteredwithDisabilityResourceCenterandhaveacurrentletterrequestingreasonableaccommodations,pleasecontactyourinstructorasearlyinthesemesteraspossibletodiscusshowtheaccommodationswillbeappliedinthecourse.

Formoreinformation,pleaseseetheDRCwebsite,https://diversity.umn.edu/disability/.

Academicfreedomandresponsibility

AcademicfreedomisacornerstoneoftheUniversity.Withinthescopeandcontentofthecourseasdefinedbytheinstructor,itincludesthefreedomtodiscussrelevantmattersintheclassroom.Alongwiththisfreedomcomesresponsibility.Studentsareencouragedtodevelopthecapacityforcriticaljudgmentandtoengageinasustainedandindependentsearchfortruth.Studentsarefreetotakereasonedexceptiontotheviewsofferedinanycourseofstudyandtoreservejudgmentaboutmattersofopinion,buttheyareresponsibleforlearningthecontentofanycourseofstudyforwhichtheyareenrolled.*

Reportsofconcernsaboutacademicfreedomaretakenseriously,andthereareindividualsandofficesavailableforhelp:yourinstructor,thedepartmentchair,youracademicadvisor,theassociatedeanofthecollege,ortheViceProvostforFacultyandAcademicAffairsintheOfficeoftheProvost.SeetheBoardofRegentspolicyforfurtherinformation:http://regents.umn.edu/sites/regents.umn.edu/files/policies/Academic_Freedom.pdf.

*LanguageadaptedfromtheAmericanAssociationofUniversityProfessors"JointStatementonRightsandFreedomsofStudents".

Issueswithyourinstructor

Onoccasionyoumayhaveaconcernorproblemregardingthiscourse.Youwillfindyourinstructorquitewillingtodiscussthiswithyou.If,however,youwishtodiscussitwithsomeoneotherthanyourinstructor,pleasecontactProf.JaneWissinger,DirectorofOrganicChemistry,atjwiss@umn.edu.Shewillserveasamediatorinhelpingtoresolvetheissue.

CHEM2301,Fall2018 Page7

MaterialforExam1:Chapters1-4

ClassScheduleandPracticeProblemsChapter1

StructureDeterminesProperties

September5

42,43,45,50,52,53,55-57,60,61,63-69

HomeworkADue11:59pm,Sept.10

Chapter2

AlkanesandCycloalkanes:IntroductiontoHydrocarbons

September12

22-24,26-28,30,32-38,45,47-49

HomeworkBDue11:59pm,Sept.17

Chapter3

AlkanesandCycloalkanes:Conformationsandcis/transStereoisomers

September19

20,21,25-28,30-36,42

HomeworkCDue11:59pm,Sept.24

Exam1:Wednesday,October3,6-7pm

MaterialforExam2:Chapters5-7Chapter5

AlcoholsandAlkylHalides:IntroductiontoReactionMechanisms

September26

19,20,30-52

HomeworkEDue11:59pm,Oct.8

Chapter7

StructureandPreparationofAlkenes:EliminationReactions

October17-24

31,33,39-57

HomeworkGDue11:59pm,Oct.29

Chapter6

NucleophilicSubstitution

October3-10

19-35,41-46

HomeworkFDue11:59pm,Oct.15

Exam2:Wednesday,October31,6-7pm

MaterialforExam3:Chapters8-11

Exam3:Wednesday,November28,6-7pm

Chapter8

AdditionReactionsofAlkenes

October24-31

26-31,46-50,64-68

HomeworkHDue11:59pm,Nov.5

Chapter9

Alkynes

October31

22-28,30-41

HomeworkIDue11:59pm,Nov.5

Chapter4

Chirality

September26

28-31,33-40

HomeworkDDue11:59pm,Oct.1

Chapter10

IntroductiontoFreeRadicals

November7

16,19-33

HomeworkJDue11:59pm,Nov.12

MaterialforFinalExam:Chapters1-12and14ReviewforFinalExam

December12

FinalExam:Wednesday,December19,6:30-8:30pm

Chapter14

Spectroscopy

December5-12

32,36,41,43,46-53

HomeworkMDue11:59pm,Dec.10

Chapter11

ConjugationinAlkadienesandAllylicSystems

November14

34-53

HomeworkKDue11:59pm,Nov.19

Chapter12

ArenesandAromaticity

November28

34,35,39-41,43-57,61

HomeworkLDue11:59pm,Dec.3