FOOTHILLCOLLEGE
WINTER2017
PROF.KATHLEENARMSTRONG
CHEM12BORGANICCHEMISTRYSYLLABUS
Chemistry 12B is the second of a three quarter Organic Chemistry course for life and
physical science majors. Topics covered this quarter include Spectroscopic elucidation of
organic compounds and continued study of the reactivity of organic functional groups.
This quarter we will cover alkynes, conjugated systems, and aromatics and benzene
derivatives. We will also begin to study multi-step syntheses of target compounds and
continue to emphasize mechanism in order to further establish the connection between
structure and function.
AgradeofCorbetterinCHEM12A(OrganicChemistrylectureandlab)orits
equivalentisaprerequisite.
STUDENTLEARNINGOUTCOMES:
Astudentwhosuccessfullycompletesthiscoursewillbeableto:
1) Understandhowvariousstructuralfeaturesofanorganiccompoundmay
influenceitsreactivity
2) Understandtherolesthatthermodynamicsandkineticsplayindeterminingthe
outcomeofachemicalreaction
3) ApplyanunderstandingofchemicalreactionscoveredinCHEM12AandCHEM
12Btodesignanefficientmulti-stepsynthesisofanorganiccompoundfrom
simpleprecursors.
4) Determinethestereochemicaloutcomeofachemicalreactionbasedonits
mechanism.
5) Effectivelywriteanelectronicmechanismaccountingfortheoutcomeofa
chemicalreaction.
6) Analyzespectroscopicdatatoelucidatechemicalstructure(NMR,IR,MS)
7) Communicateideasclearlyandconcisely
REQUIREDMATERIALS
o DavidKlein,OrganicChemistry2ndEdition
CHOOSEONE:
• FullHardcoverText:ISBN978-1118454312
• HardbacktextbookwithSSM/SGe-textcard:9781119128373
• Loose-leaftextbookwithSSM/SG:9781119044710
o Mohrig,Hammond,SchatzandMorrill,ModernProjectsandExperimentsin
OrganicChemistry:MiniscaleandWilliamsonMicroscale,2nd.Ed.W.H.
FreemanandCo.,2003.ISBN:0-7167-3921-6.
o Mohrig,Alberg,Hofmeister,SchatzandHammond,LaboratoryTechniquesin
OrganicChemistry,4thEditionW.H.FreemanandCo.,2014.ISBN-13:9781464134227(3rdeditionisfine)
CHEM12B
WINTER2017
ORGANICCHEMISTRY
COURSESYLLABUS
ARMSTRONG
o Bound,numberedLaboratoryNotebookwithCopypages(Agoodoptionis
availableinthebookstore:Hayden-McNeilBrand100PageSpiral-Bound
CarbonlessDuplicateNotebook:ISBN1-930882-74-2)
o SAFETYVisorGogsorGOGGLESareREQUIREDinLABatALLTIMES-
availableinbookstore.
o DisposableNitrileorNeopreneGloves(availableatbookstore,Costco,
Walgreensetc)
o Non-programmablescientificcalculator
RECOMMENDEDMATERIALS
o StandaloneSolutionsManualandStudyGuidetoaccompanyKleintext:
ISBN-13:978-1118647950(Ifnotpurchasedasbundledinpackageabove)
e-versionsoldthroughWileywebsite:http://www.wiley.com
o OrganicChemistryModelingKit(Anyorganicchemistrykitwillwork.One
goodoptionisthe"Darling"kitavailableintheBookstoreoronline,ISBN-10:
0132334712)
o LabCoat
ADDITIONALRESOURCES
Takeadvantageofmycoursewebsitewhereyouwillfindthissyllabus,lectureand
laboutlinesandclassannouncements:http://www.foothill.edu/psme/armstrong
OfficeHours(4418M-Th12:00-1:30)
STEMStudentSuccessCenter:4213
(Log-inusingyourstudentIDtoreceiveinstructionwithPre-labsand/orpost-lab
write-ups.TheSTEMCenteralsooffersfreetutoring—seeSTEMcenterwebsitefor
schedule)https://sites.google.com/site/foothillpsmecenter/home.
GRADINGPOLICIES
Thecoursegradeisbaseduponofbothlectureandlaboratoryassessments.The
lectureportionofthecoursewilldetermine67%ofthefinalgrade,andthe
laboratoryportion33%.
Lettergradesareobtainedfromthepercentageofpointsaccumulatedwiththe
distributionshownbelowassuming1000pointspossibleforthequarter(pointtotal
maychange,butpercentallocationwillnot):
Page 2 of 8
CHEM12B
WINTER2017
ASSESSMENT
ORGANICCHEMISTRY
COURSESYLLABUS
POINTSEACH
TOTALPOINTS
ARMSTRONG
PERCENTOFTOTAL
GRADE
33%
10%
33%
Twomidterms
165
330
OneSuperquiz
100
100
Laboratory
(330)
10
• SDS
• 1%
4
• pre-labs
• 4%
2
• data
• 2%
10
• postlabs
• 10%
• FormalReport 70
• 2%
70
• 2LabExams
• 14%
FinalExam
240
240
24%
1000
100%
Lettergradesarecalculatedfromthepercentageoftotalpointsaccumulated
accordingtothegradedistributionshownbelow:
A+:≥97% A:≥90%A–:≥87%B+:≥85%B:≥80%B–:≥77%C+:≥
74%C:≥65%D:≥55%
PlusandMinusgradesareallocatedtostudentswhosetotalscoresfallwithina
coupleofpercentagepointsoftheA,BandCmargins(minusgradesatlowendof
cut-offandplusgradesathigh-end).Precisecut-offsmayvaryby±1%oncefinal
classdistributionisdetermined.
Agradeof'C'orbetterisrequiredinordertomoveoninthesequenceeitherat
Foothilloratanotherinstitution.
ThenatureofacourseonanexperimentalsciencelikeOrganicChemistrymandates
attendanceinthelaboratoryportionoftheclass.Ifamedicalemergencywarrants
absencefromlab,thenImustbenotifiedassoonaspossible(preferablyinadvance)
byphoneoremailmessage.Regardlessofthereasonfortheabsence,onlyonelab
reportwillbeexcused.
Therewillbenomakeupexamsunderanycircumstances.AbsencefromtheFinal
examwillresultinafailinggradeintheclass.
PleaseNote:Iwillnotgiveany‘W’dropsafterthedropdeadlinesobesureto
watchforthatdateanddroptheclassifyoumustwithdraw.Itisyour
responsibilitytoofficiallydroptheclass.Ifyoudonotwithdrawbeforethe
deadline,youwillreceivealettergrade(A-F).Iwillnotmakeanyexceptions
tothisrule.
RULESOFCONDUCT
Justasyouexpectmetoactwithhonestyandintegrityinassigninggrades,I
expectyoutoactwithhonestyandintegrityinyourwork.AcademicDishonesty
willnotbetoleratedinanyform.Anyunauthorizedsharingofdataand/or
answersconstitutesacademicdishonesty,regardlessofwhethertheinformation
isacceptedorgiven.YoumayreadmoreaboutFoothillCollege’sAcademic
HonorCodeonthecollegewebsite:
Page 3 of 8
CHEM12B
WINTER2017
ORGANICCHEMISTRY
COURSESYLLABUS
ARMSTRONG
http://www.foothill.edu/services/honor.html.Minimalpenaltiesforactsof
academicdishonestyincludesfailingmarksonrelevantassessmentandreferral
toStudentAffairsOfficeforpossibledisciplinaryaction.
o Pleasepracticecommoncourtesyduringlecture.Bepunctual,turnoffyour
cellphoneorpager,andsaveanycommentsorquestionsforrelevant
discussionwiththeentireclass.
o Prepareforclassinadvance.Notethatthisisafast-paced,demandingclass
inwhichanewchapteriscoveredeachweek.Don’tfallbehind!You’llmake
themostoflecturesandsaveeveryonetimeduringquestion/answerperiods
ifyoureviewtherelevantsectionsofyourtextandtheChapterOutlines
beforeclass.
o Takeadvantageofofficehoursforclarificationofideasand/ordiscussionof
specificquestions.Scheduleaprivatemeeting(viaemail)if
needed.Suggestionsorconcernsarewelcomedduringofficehoursaswell.
o Attendlecturesregularly.Lecturesprovideanopportunitytoaskquestions
andhelptodirectstudyofthetextbookforexams.Repeatedabsencesfrom
lecturetypicallyleadtopoorperformance.
TRANSFER
DespitebeingalowerdivisioncourseatFoothillCollege,transferstudentsaregiven
creditforhavingtakenOrganicChemistryatmostfour-yearinstitutions,including
thoseinwhichOrganicChemistryisanupperdivisioncourse.However,thecredit
awardedisintheformoflowerdivisioncredits.Insomecasesstudentswith
Chemistry-intensivemajorsmayberequiredtotakeanadditionalupperdivision
laboratorycourseand/ortakeanexamadministeredbythetransferinstitutionin
ordertoestablishequivalencewiththeupperdivisionOrganicsequence.Onesuch
examistheACS(AmericanChemicalSociety)standardizedexamgivenasand
electivepartoftheFinalExaminChem12ChereatFoothillCollege.Testscoreswill
bereportedtothetransferinstitutionuponrequest.Ifyouknowwhereitisyouwill
beapplyingtotransfer,besuretocheckthestatusofequivalenceonAssist.org
Page 4 of 8
CHEM12B
WINTER2017
Week
One
Two
Three
ORGANICCHEMISTRY
COURSESYLLABUS
Date
Lecture
Chapter10:Alkynes:
acidity,acetylideanionas
1/9/17
Monday
nucleophile,
Hydrogenation,
Preparation
1/10/17 Tuesday
Chapter10:Hydrationof
Alkynes,HXandX2addn,
Ozonolysis;
1/11/17 Wednesday
Chapter16:Nuclear
MagneticResonance:
NuclearSpinand
PertubationofEquilibrium
1/12/17 Thursday
1/16/17 Monday
MLKHoliday
1/17/17 Tuesday
Chapter16:
NuclearMagnetic
1/18/17 Wednesday
Resonance:C13;Free
RadicalHalogenationof
Alkanes
1/19/17 Thursday
Chapter16:
NuclearMagnetic
Resonance:TheChemical
1/23/17 Monday
ShiftandResonant
frequency,firstandsecond
ordercoupling,Chemical
Exchange
1/24/17 Tuesday
Chapter11:FreeRadical
Halogenation;Selectivity
1/25/17 Wednesday andHammondsPostulate,
AllylicHalogenation,
RadicalPolymerization
1/26/17 Thursday
Day
ARMSTRONG
Lab
Safety/Check-Into
lockers
NuclearMagnetic
Resonance:
Spectral
Interpretation:
WorksheetI
Holiday
NoLab
AcquisitionofNMR
Spectrum:
Structure
Elucidationof
Unknown
Chapter15.815.16;
Mass
Spectrometry;
Combination
Spectroscopy
Worksheet
LabExam1;
NMRLecture:
Complicationsand
Applications/
Kinetics
Page 5 of 8
CHEM12B
WINTER2017
Week
Four
Five
Six
ORGANICCHEMISTRY
COURSESYLLABUS
Date
Day
ARMSTRONG
Lecture
Lab
Chapter11cont.:,
Autooxidation,Radical
Experiment8.1:
Inhibitors;
FreeRadical
Chapter13:Alcoholand
1/30/17 Monday
Chlorinationof2,3PhenolAcidity;
dimethylbutane
Preparationfromketones/
andchlorobutane
aldehydes/esters
(Reduction,GrignardRxn)
1/31/17 Tuesday
Chapter13withCH12
integration:Alcohol
Preparationfrom
ketones/aldehydes/esters
2/1/17 Wednesday
GCofchloroalkane
(Reduction,GrignardRxn),
products
ROHRxnwHX,TosCl,
SOCl2,PBr3,Reviewof
AlkeneHydrationRxns
2/2/17 Thursday
Chapter13withCH12
integration:
OxidationofAlcohols:
2/6/17
Monday
GroupStudy
H2CrO4,KMnO4,PCC,
Swern,Thiols,Multistep
Synthesis
2/7/17
Tuesday
2/8/17 Wednesday
EXAMI
NaBH4reduction
of3nitroacetophenone
2/9/17 Thursday
Experiment15.1,
Chapter14:Ethersand
15.2:
Thioethers:Williamson
TheGrignard
EtherSynthesis,
2/13/17 Monday
Reaction:Prepof
Autooxidation,reactionw
Grignardand
acid,Epoxideformationw
ImmediateRxn
ChiralCatalyst
Page 6 of 8
CHEM12B
WINTER2017
Week
Date
Day
Lecture
Six
2/14/17
Tuesday
Seven
Eight
Nine
ORGANICCHEMISTRY
COURSESYLLABUS
ARMSTRONG
Lab
Experiment15.1,
15.2:
TheGrignard
Reaction:Prepof
Grignardand
ImmediateRxn
Chapter17:Conj.Systems:
2/15/17 Wednesday HXandX2addn,Diels-Alder Grignardwork-up:
Rxn
NMR/IRofproduct
2/16/17 Thursday
2/20/17 Monday
Holiday
Holiday
NoLab
2/21/17 Tuesday
SUPERQUIZ;
Experiment19.1:
2/22/17 Wednesday
Chapter17cont.
Diels-Alder,
NMR/IRof
GrignardProduct
2/23/17 Thursday
Chapter28:Alkene
Multistep
2/27/17 Monday
Metathesis,Heck,Suzuki
Synthesis(MSS):
Acetylationof
Aniline
2/28/17 Tuesday
Chapter18:Aromaticity:
MSS:Bromination
3/1/17 Wednesday
MO's,4n+2,Benzylic
ofAcetanilide
oxidation
3/2/17 Thursday
Lastdaytowithdrawwitha
Friday
‘W’(noexceptions)
Chapter18:Birch
Reduction,Chapter19:
3/6/17
Monday
LABEXAM2
ElectrophilicAromatic
Substitution(EAS)
3/7/17
Tuesday
Chapter19:Electrophilic
Hydrolysisof
3/8/17 Wednesday
AromaticSubstitution
Bromo-Acetanilide
(EAS)
3/9/17 Thursday
Page 7 of 8
CHEM12B
WINTER2017
ORGANICCHEMISTRY
COURSESYLLABUS
Week
Date
Day
Ten
3/13/17
Monday
Lecture
Chapter19:EAS:
DisubstitutedBenzene,
NucleophilicAromatic
Substitution
EXAM2
3/14/17 Tuesday
3/15/17 Wednesday
3/16/17
Thursday
Chapter19:
NucleophilicAromatic
Substitution,MSS
Review
NoClasses-Finalsweek
FINALEXAM
Eleven 3/20/17
Twelve
Monday
3/21/17 Tuesday
3/22/17 Wednesday
3/23/17 Thursday
3/27/17 Monday
3/28/17 Tuesday
3/29/17 Wednesday
3/30/17 Thursday
3/31/17
Friday
ARMSTRONG
Lab
Groupstudy
NMR/IRof
products
Clean-upand
Checkoutof
Lockers
ReviewforFinal
Page 8 of 8