CH25.5OrganicChemistryI,Lecture(3units)ModestoT.

Chua,PhD
DepartmentofChemistry

mtchua@ateneo.edu
SchoolofScienceandEngineering

GFPIPACbuilding
Summer,SY20142015
Schedule:MondaytoFriday,09001030RoomC114

A.COURSEDESCRIPTION

ThiscourseisPartI(oftwo)ofthestudyofcarboncompounds.Followingthefunctionalgroup
approach,thecourseorganizesorganiccompoundsintofamilies,eachfamilypossessingagiven
functionalgroup(suchashydroxylgroupOH,carbonylgroupC=O).Thismethodoftreatment
highlightstheoverridingthemeinorganicchemistry,namely,thatthestructureoforganiccompounds
determinestheirpropertiesandreactivities.Ifoneknowsthestructure,onecanpredict(oratleast
explain)acompoundspropertiesorreactions.Thecoursebeginswitharequisitereviewofnotionsof
atomicorbitals,formationofbonds,bondproperties,inductiveandmesomericeffects,conjugationand
resonance,basicnotionsofthermodynamics,kineticsandstereochemistry.Applicationofthese
principlesinthestepbystepdescriptionoforganicreactions(reactionmechanisms),allow
rationalizingreactionsintermsofthestructureofcompoundsundergoingthereaction.Thismakes
organicchemistryafascinatingstudy.Spectroscopy(IR,HNMR,13CNMR,MS,UvVis),asetofpowerful
methodsfordeterminingmolecularstructure,isintroducedandhelpstomakepalpablyrealthe
structuresofcompoundsinthedifferentfamilies.Reactionsarediscussedinrelationtofreeenergy
changes,activationenergy,andarevisualizedthroughfreeenergydiagrams.

B.LEARNINGOUTCOMES

UponsuccessfullycompletingCh25.5,astudentwillbeableto

1.NameorganiccompoundsusingtheIUPACsystem,anddrawstructuralformulasgivensystematic
names.
2.Demonstrateanunderstandingofreactionsoforganicmoleculessuchassubstitution,addition,
eliminationandrearrangement,onthebasisofstructure,anduseacceptedreactionmechanisms.
3.Demonstrateabilitytoexplainreactivityonthebasisofbondpolarity/inductiveeffects,
resonance/stericeffectsandbondenergychanges,andexplaintheeffectofsolventsandcatalysts.
4.Proposereasonablereactionschemestosynthesizetargetmoleculesfromgivenstartingmaterials.
5.InterpretIR,HNMR,13CNMRandMSofsimpleorganiccompounds.

C.COURSEOUTLINE

MolecularStructureandBonding

PolarBondsandtheirConsequences
AlkanesandtheirStereochemistry

CycloalkanesandtheirStereochemistry
StereochemistryandChirality

OverviewofOrganicReactions

Alkenes:StructureandReactivity

Alkenes:ReactionsandSynthesis

Alkynes:Anintroductionto

OrganicSynthesis

Chapter1
Chapter2
Chapter3
Chapter4
Chapter5
Chapter6
Chapter7
Chapter8

Chapter9

Organohalides

ReactionsofAlkylhalides:
NucleophilicSubstitutionandElimination
StructureDetermination:MS,IR

StructureDetermination:NMR

ConjugatedCompoundsandUV

BenzeneandAromaticity

D.REQUIREDREADING

Chapter10
Chapter11
Chapter12
Chapter13
Chapter14
Chapter15

ORGANICCHEMISTRY,JohnMcMurry,8thEdition
Publisher:Thomson,Brooks/Cole
AcopyoftheSTUDYGUIDEANDSOLUTIONSMANUAL(SusanMcMurry)isavailableatthe
ReservedBooksSectionoftheRizalLibraryforreference.

E.SUGGESTEDREADINGS

Topicsonorganiccompoundsofinterestwillbeassigned.

F.COURSEREQUIREMENTS
1.AttendanceandPunctuality:Attendanceischeckedatthebeginningofeachclass.Twolatearrivalsis
consideredacut.AgradeofFisearnedwhenthemaximumnumberofcutsisexceeded.
2.Fourlongtestsandafinalexaminationarescheduled.Nomakeupexaminationsare
given:ifastudentmissesanexamformeritoriousreason,theexamisnotincludedinthe
computationofthefinalgrade.
3.Quizzesmayormaynotbeannouncedaheadoftime.
4.Homeworkassignedisdueonthenextclassday.

G.GRADINGSYSTEM
Thenumbergradeforthiscourseisthecompositeof60%ofclassstanding,30%ofthefinalexamand
10%quizzes,homeworkandreports.Classstandingistheaverageofthe4longtests.
Thecorrespondinglettergradesareassignedasfollows:
LetterGrade%NumberGrade

A

>91

B+

9086

B

8579

C+

7872

C

7165

D

6459

F

<59
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H.CLASSROOMPOLICIES
1.Thebasicprinciplethatshouldguidestudentbehavioranddecorumintheclassroomisrespectfor
therightsofothers.Unnecessarytalkingduringclassisnotallowed.Eatinganddrinkinginthe
classroomisnotallowed.
2.Theuseofcellphonesduringclassisstrictlyprohibited.Suchdevicesmustbeturnedofforsetto
silentmodeatthestartofclass.
3.Cheating,copying,plagiarismarealwaysseriousoffenses(seeSectionE.Offensesinvolving
dishonesty,underCodeofDisciplineforStudentsinStudentHandbook).Penaltiesimposedunder
SchoolRuleswillbeimposed.

I.CONSULTATIONHOURS
Wednesdays,11:00a.m.,GFPIPACBuilding
Or,byappointment:mtc@ateneo.edu