Chem360Fall2014

Lecturers
SectionS01:MWF99:50,MWMacMillan 117,FBarus&Holley166Professor AmitBasu
Amit_Basu@Brown.edu
OfficeGeochem 445

SectionS02:TTh910:20,MacMillan 117Professor MatthewZimmt

Matthew_Zimmt@brown.edu OfficeGeochem 201

Laboratory Instructor Dr. CraigYennie

Craig_Yennie@brown.edu
OfficeGeochem 347

CourseDescription
The course focuses on the constitution and properties of the different classes of organic compounds, with
heavy emphases on reaction mechanisms and synthesis. The laboratory work involves an introduction to
microscale preparative and analytical techniques of organic chemistry and the preparation of representative
organic compounds. The course involves threehoursoflectureandfivehoursofcombined prelaboratory and
laboratoryperweek.Severaladditional faculty orstudentled problem sessions arescheduled throughout the
week. You are strongly encouraged to attend one or more of these problem sessions, as they provide a
goodvenueforyoutopractice anddevelopyourskillsinorganicchemistry.

Lectures, readings, and problems in Chem0360 will introduce reactions of organometallic compounds, the
carbonylandcarboxylgroups,amines,aromaticcompoundsandmore.Conceptswill be coveredat essentially
the samepacein eachlecture section of the course. Thetwosectionswilltakecommonexamsadministered
duringeveningslots.Materialmaybepresentedfasterorslowerthanoutlined in the Syllabus, in which case
the scope of each exam will be adjusted appropriately,andwillbeannounced inclassandonCanvas.

The lab for Chem 0360 has its own Canvas website. Information about the lab canbefoundthere.

You must be enrolled in Chem 0360 and take all the exams in order to takeandreceiveascoreforthelab.If
youdropthecourseduringthesemester, eitherformally orbyceasing totaketheHourExams, youwillnotbe
allowedtocontinue totakethelab.

Prerequisites andRegistration
1.Youmusthavealready received credit forChemistry 0350 inorder toregister forthiscourse.
2. If youdid not passChem0350,youmaynot takeChem0360. If youdidnot takeChem0350 at Brown
buthavetakentheequivalentcourseelsewhere,pleaseprovideyourinstructor withthefollowing:
a)Acopyofthetranscript showing thecourseandthefinalgrade.
b)Adetailedcopyofthesyllabus listingallofthetopicsthatwerecovered.
c) If you already received preapproval for the course from the Brown Chemistry
Department, provideyourinstructor withacopyofthispreapproval form.
d) If you have already had this credit transferred to Brown, a copy of the transfer creditapproval
formissufficient.

Textbooks
LectureTextbook andsupporting materials
Organic Chemistry,2nd Edition, Brown,Iverson,Anslyn,Foote.(Same textbookasin Chem0350).
Asolutionsmanualisalsoavailable.

Chem360Fall2014

Chemistry modeling sets are available in the bookstore, and are highly recommended.ChemDraw
Ultra, a chemical structure drawing program that runs on both Windows PCs andMacsisavailable freeto
allBrown students andcanbedownloaded fromtheCISwebsite. Thisprogramcanbeveryusefulforthe
preparation oflaboratory reports.Thereareadditionalcomponentsthat come with this suite of
programs,some of which run only under Windows,suchasChem3D,astructure modeling program witha
simpleuserinterface.

Laboratory Textbook
SeetheChem0360LabCanvassite.

Problems fromBrown,Iverson,Anslyn,Foote
The key to success in organic chemistry is practice at working with the conceptual and factualmaterial,not
rote memorization. This is most effectively achieved by solving chemistry problems. There are numerous
problems in the text, both within the chapters and at the end ofeach chapter. Just as with any physical or
mental skill (riding abicycle, swimming, playing a musical instrument, solving crossword puzzles, acting)you
cannotlearnpassivelybyjustwatchingavideo,takingnotesinalecture,ormemorizing allthesteps.Youmust
beactivelyengaged todevelop thenecessary skills.

LearningObjectivesfromdoinghomeworkproblems.
1.Identifyfactsyoudontknow(e.g.,reagents,rxns,mechanisms,FGpolarization).
Ifyoucantstartaproblem,youmaybemissingkeyfacts.Dontlooktotheanswerkey;rereadtherelevant
section(s)ofthebookornotestoidentifythemissingpiece(s).
2.Identifyconceptsyouarentconfidentapplyingorhavenotintegratedwithpriorknowledge.
Ifyouarenotsureyouranswertoaproblemiscorrect,theprobleminvolvesconceptsyouarenotconfident
applying.Usethebook/notestodevelopquestionsetsyoucanusetochallenge/testeverystepofyour
answer.Whenananswersatisfiesallyourtests,youcanhaveconfidencethatitiscorrect.Atthatpoint,youwill
notneedananswerkey.Agooduseoftheanswerkeyisconfirmingthatyourquestionsetsadequatelytest
yoursolution.
3.Develop,practiceandshare(compare)strategiesforsolvingeverytypeofproblem.
Akeygoalofsolvinghomeworkproblemsisdevelopingeffectivestrategiesforproblemanalysis,problemsolving
andanswerchecking.Afterworkingagroupofsimilarproblems,deliberatelyevaluateyourproblemanalysis,
solvingandcheckingstrategies;compareyourswithstrategiesusedbyotherstudentsinyourstudygroup.Use
thosestrategiesthatworkbestandfastestforyou.
4.Identifyyourpersonalsillymistakeslist.
Everyonemakestheirownsetsofsillymistakes.Mistakesmadeonhomeworkcostnothing.Oncemade,you
dontwanttorepeatthem.Keepalistofthesillymistakesyoumakeanddevelopaquestionorchecktocatch/
avoideachmistake.Rereadthelistimmediatelybeforedoingproblemstoremindyourselfofpriormistakesand
tostrengthenyourerrorcheckingprocess.Youwantthatprocesstobestrongwhenyoutakeexams.
Thesearefourcriticalobjectivesforyourhomeworkefforts.Notice,gettherightanswerisnotoneofthesefour
objectives.Homeworkshouldbedonewiththegoalofdevelopingtheproblemsolvingandcheckingprocesses
notedabove.SimplycheckingyourhomeworkanswerinananswerkeydoesNOTHINGtoprepareyouforan
exam.Homeworkdonetodevelopthesemaximizesyourchanceofgettingcorrectanswersonexams(i.e.
learning).
Solveproblemsusingtheaboveprocessforonehoureveryday.Takea10minutebreakhalfwaythrough.Youwill
needseparatetimeforreading,etc.Itiscommonthatpeoplespendanhourperday(ormore)practicingfora
sport,musicalinstruments,etc.Thereasonissimplelearningrequiresdoingandpracticemakesperfect.

Chem360Fall2014
Chem0360 Syllabus: Lecture, Reading, and Exams (listed at the end)

Lectures, Readings, and Problems in Chemistry 0360 will discuss reactions of organometallic
compounds, the carbonyl and carboxyl groups, amines, aromatic compounds. Knowledge of
spectroscopic techniques and the chemistry from Chem0350 is required. The assigned material
will be covered at essentially the same pace in each lecture section of the course. The same
exams will be given to both sections of the class at the same time.

Week

Date

Sept. 3-5

Ch 19 (cont.)

Oct. 27 - 31

10

Ch 19 Enolate anions and enamines

Oct. 20-24

Ch 18 (cont.)

Oct. 13-17

Mxn Primer II, Ch 18 Carboxylic Acid Derivs.

Oct. 6-10

Ch 16 (cont.) / Ch 17 Carboxylic Acids

Sept. 29-Oct. 3

Ch 16 (cont.)

Sept. 22-26

Ch 16 Aldehydes and Ketones

Sept. 15-19

Ch 15 Organometallic Compounds

Sept. 8-12

Chapter

Ch. 21 / 22 Benzene: derivatives and reactions

Nov. 3-7

Ch. 21 / 22 (cont.)

11

Nov. 10-14

Ch. 23 Amines

12

Nov. 17-21

Ch. 23 (cont), Ch. 24 Catalytic C-C bond formation

13

Nov. 24-26

14

Dec. 1-5

15

Ch. 24 (cont.)
Ch. 20 Dienes and Diels Alder Rxns

Dec. 8-11

Ch. 25 Carbohydrates

TentativeExamSchedulecontingentonroomavailability
Exam1
Mon.,Sept.29,79PM
Exam2
Wed.,Nov.5,79PM
Exam3
Wed.,Dec.3,79PM
Final
Sun.,Dec.14 25PM