T. W. Graham Solomons, Craig B. Fryhle, And Scott A .

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1MacEwan UniversityFall 2013CHEM 261 (AS 43) Organic Chemistry IInstructor: Dr. Manzar SaberiOffice:5- 138 G, City Center CampusPhone: 497-4634Lectures: Tuesday, Thursday 9:30-11:00 CCC Room 5-301Office Hours: Tuesday, Thursday, 12:30-2:00, and Wednesday 11:00-12:00.Web address: http://academic.macewan.ca/saberimTextbook: Organic Chemistry by T. W. Graham Solomons, Craig B. Fryhle, and Scott A. Synder11th editionGrade Distribution:1st Midterm- Thursday, September 26 (80 min) 22.5 %2nd Midterm- Thursday, October 24 (80 min) 22.5 %Final Examination- December 12, AM (3.0 hours) 30 %Laboratory Examination- November 27 (6:00-7:30 PM) 25%(Note: Students are responsible for verifying the date of the final examination when the finalexamination schedule is posted later in the term.)Description: This course studies the molecular structure and reactivity of organic compounds based ontheir functional groups and intended for students who have obtained 6 credits in introductory UniversityChemistry. The course provides an introduction to nomenclature, three dimensional structure, physicalproperties and reaction mechanisms are introduced. Although most organic functional groups are brieflydiscussed, the focus is placed on chemistry of alkane, alkenes, alkynes, alkyl halides and alcohols.Mechanism of nucleophilic substitution and elimination reactions of alkyl halides are discussed.Prerequisite: Minimum grade of C- in CHEM 101 or CHEM 103.The Faculty of Arts and Science strictly adhere to the notion of prerequisites, and University staff conductsprerequisite checks throughout the term. If it is discovered that you do not have the appropriateprerequisite for this course, you will be withdrawn by the Registrar’s Office. Deciding to remain in thecourse without the prerequisite may result in a significant financial penalty because you will be responsiblefor any tuition costs associated with the course up to the date of the withdrawal. Courses transferred toMacEwan University from another post-secondary institution will not be applied to your student recorduntil a transfer credit assessment has been completed. If you believe you have the proper externalprerequisite please consult with an advisor in the program office (6-211).Laboratory: Laboratory classes begin the second week of the term. The laboratory component iscompulsory for credit in CHEM 261; attendance is mandatory and no make-up labs are available. If youknow that you will be unable to attend a scheduled laboratory period, it is your responsibility to informyour laboratory instructor at least one week prior so that you can complete the experiment in anotherlaboratory session. If a laboratory period is missed for a valid reason, the experiment may not be countedtowards the final laboratory grade. In all other cases, a mark of zero will be assigned.Students who miss more than two labs will not receive credit for the laboratory component.Students must pass the laboratory component (minimum 50 %) in order to pass the course.University InformationGrading: MacEwan University adheres to the Alberta Common Grading Scheme, which is a lettergrade system. While instructors may use percentages to aid in their grade development, only the lettergrade will appear on transcripts.100 9580 7560 55A BC–95 9075 7055 50AB–D 90 8570 6550 45A–C D85 8065 6045 B CFA minimum grade of C– is required to receive transfer credit and/or to satisfy a prerequisite for a higherlevel course.

2Unofficial FINAL grades (lecture and laboratory) will be posted on my website approximately one weekafter each respective final exam at ept. 3Sept. 9Sept. 10Oct. 14Nov.8Nov. 11Dec. 3Dec. 4 - 13st1 First day of classesLaboratories beginLast day for program changes (drop/add courses)Thanksgiving day; University closedLast day to withdraw without academic penaltyRemembrance Day; University closedLast day of instructionFinal examination periodStudent ResponsibilitiesStudents are expected to be aware of their academic responsibilities as outlined in MacEwan UniversityPolicy E3101: Student Rights and Responsibilities (found here).1.Academic Integrity: All forms of student dishonesty are considered unacceptable. MacEwanUniversity Policy C1000: Academic Integrity (found here) promotes honesty, fairness, respect, trust,and responsibility in all academic work. According to the policy, “Academic dishonesty involvesparticipating in acts by which a person fraudulently gains or intentionally attempts to gain an unfairacademic advantage thereby compromising the integrity of the academic process”. All incidents ofacademic dishonesty are reported and recorded by the Academic Integrity Office. The penalties andsanctions for academic dishonesty can include the following: a mark reduction up to zero on a piece ofacademic work, a grade reduction up to an F in the course, and suspension or expulsion (with transcriptnotation) from the University. Please see the academic integrity policy for more details. You areresponsible for understanding what constitutes academic dishonesty.2.Registration Status: You are responsible for your registration status at the University. Programadvisors (Rm 6-211) may assist you with the process of registration, including adding or dropping ofcourses, but it is your responsibility to verify that these changes have been officially completed. Thisverification can be done at any time using myStudentSystem. You should check your officialregistration status before the last date to officially withdraw from the course.3.Withdrawing From The Course: If you stop attending class you must complete a Course Drop Form,have it signed by a Program Advisor (Rm 6-211), and submit it to the Registrar’s Office by the last dayto withdraw as provided in the Academic Schedule in the Academic Calendar. Failure to officiallywithdraw will result in a grade being assigned based on course work completed. Late withdrawals areonly allowed in exceptional circumstances.4.Exams: Your student photo I.D. is required at exams. It is at the discretion of the instructor whetheryou will be allowed to write the exam if you arrive over 15 minutes after the exam has begun. Youmust remain in the exam room for at least 20 minutes from the time it commenced. Only calculatorsapproved for use by the instructor may be used during examinations, which include any laboratory andlecture quizzes. Any devices capable of external communication, such as cell phones, iPods and bluetooth enabled devices, cannot be used for exams of any type. Permission to use the washroom duringexams is at the discretion of the instructor and may require accompaniment.5.Missed Term Exams: If you miss a term examination you must provide the instructor with anexplanation within 24 hours or a mark of zero may be given. Notification may be provided throughemail, voice mail, or direct contact with the instructor. Official documentation as to why theexamination was missed will be needed to assess whether your absence will be excused or not. If your

3absence is excused the weight of this examination will be added to the weight of the final examinationin the course. Medical excuses must include the date you were examined, the specific dates for theperiod of the illness, a clear statement indicating that the severity of the illness prevented you fromattending school or work, and the signature of the examining physician (a signature by office staff onbehalf of the physician is not acceptable). Medical notes obtained subsequent to the date of theexamination are generally not accepted. A mark of zero will be given if the instructor considers theexcuse inappropriate or inadequately substantiated.6.Deferred Final Exam: A deferred examination will be granted if a student misses the final lectureexamination for reasons considered by the Bachelor of Science Program to be unavoidable (deferredexaminations do not apply to term or laboratory examinations). An application for a deferredexamination must be provided to the Bachelor of Science Program no later than two business daysafter the date of the missed final examination. Application forms are available from the individualdepartments within the Bachelor of Science Program Dorothy Skepple 5-132, and must be submittedwith appropriate documentation. Students should advise the instructor prior to the examination if theyknow beforehand that they will be unable to attend the scheduled examination time. Deferredexaminations are granted by the Chair, Bachelor of Science Program, not by the course instructor. Ifyou have any questions about the process please contact Program Services (780 497 4520 orscience@macewan.ca) or Dorothy Skepple 5-132, (780 497-4490), skeppled2@macewan.ca. Forfurther information please refer to MacEwan University Policy C2005: Final Assessment (found here)and Policy C2020: Grading (found here). Note that C2005 states: only a compelling situation such asserious illness, hospitalization, domestic affliction or religious observance will be considered a validreason for a student to receive approval for deferral of a final assessment activity and personalvacations are not a sufficient reason.7.Late Assignments (including laboratory assignments): As due dates for assignments are known wellin advance, medical and other excuses are generally not accepted as a reason for submitting lateassignments.8.Cell Phones: All cell phones are to be turned off during class and exam periods (except underexceptional circumstances in which approval has been given by the instructor).9.Students with Disabilities: Students with disabilities who may have special requirements in thiscourse are advised to discuss their needs with Services to Students with Disabilities located in theStudent Resource Centre. You should advise the course instructor(s) of any special needs that areidentified. See Policy E3400 Students with Disabilities (found here).10. Student Appeals: The University has a policy regarding Student Appeals (E3103, found here). Youshould access this policy to become aware of the deadlines and guidelines that need to be followed ifyou are appealing a grade or other University assessment.11. MyMacEwan.ca Email: All students are given a name @mymacewan.ca email address. This emailaddress is available to the course instructor who may distribute relevant course information orannouncements via email. The Bachelor of Science Program regularly communicates with students viaemail. Check your mymacewan.ca email regularly or forward it to an email address you checkregularly. If you use email to communicate with your instructor, you must use your mymacewan.caaccount. This is to protect your privacy; if a non-mymacewan.ca account is used, there is no way for aninstructor to verify the identity of the sender.Disclaimer: The information in this course outline is subject to change. Any changes will beannounced in class or, if applicable, in the laboratory.Chemistry 261 Course Outline1. Bonding and Molecular StructureThe Structural Theory of Organic Chemistry- isomers: the important of structural formulas- the tetrahedral shape of methane

4Chemical bonds: The Octet Rule- ionic bonds- covalent bonds and Lewis structuresHow to writing Lewis StructuresExceptions to the Octet RuleFormal Charges and how to calculate themResonance TheoryHow to write resonance structuresQuantum Mechanics and atomic structuresAtomic orbitals and electron configurationMolecular OrbitalsThe Structure Of Methane And Ethane: sp3 HybridizationThe structure of MethaneThe Structure of EthaneThe Structure of Ethene (Ethylene): sp2 HybridizationRestricted Rotation and the Double BondCis-Trans IsomerismThe Structure of Ethyne (Acetylene): Sp HybridizationBond Lengths of Ethylene, Ethene, and EthanMolecular Geometry: The Valence Shell Electron Pair Repulsion Model- methane- ammonia- waterboron trifluoride- beryllium hydride- carbon dioxideHow to interpret and write Structural Formulas for cyclic and acyclic molecules- dash structural formulas- condensed structural formulas- bond-line formulas- three-dimensional formulasText Sections: 1.2-1.172. Families of Carbon Compounds: Functional Groups, Intermolecular Forces,and Infrared (IR) SpectroscopyCarbon – Carbon Covalent BondsHydrocarbons- alkanes- alkenes- alkynes- benzene: A representative Aromatic hydrocarbonPolar Covalent BondsPolar and Nonpolar MoleculesDipole Moments in AlkenesFunctional Groups- alkyl groups and the symbol R- phenyl and benzyl groups- alkyl halides or haloalkanes- alcohols- ethers- amines- aldehydes and ketones- carboxylic acidsestersamides- nitriles

5Summary of Important Families of Organic CompoundsPhysical Properties and Molecular StructuresIonic compounds: Ion-ion ForcesIntermolecular Forces (Van der Waals Forces):- dipole –dipole forces- hydrogen bonds- Dispersion forcesBoiling PointSolubilitiesGuidelines for water solubilityInfrared Spectroscopy: An Instrumental Method for Detecting Functional groupsInterpreting IR SpectraInfrared Spectra of:- hydrocarbons- alcohols and phenols- carboxylic acids and esters- aldehydes, ketones- amines- amides- nitrilesHow to gain Structural Information from Molecular Formulas and the Index of Hydrogen DeficiencyText Sections: 2.1-2.17, 4.173. An Introduction to Organic Reactions and their mechanism: Acids and BasesReactions and their MechanismsHomolysis and Heterolysis of Covalent BondsAcid-Base Reactions- the Bronsted-Lowry Defination of acids and Bases- the Lewis Definition of Acids and Bases- opposite charge attractHeterolysis of Bonds to Carbon: Carbocations and CarbanionsElectrophiles and NucleophilesHow to Use of Curved Arrows in Illustrating ReactionsThe strength of Acids and Bases: ka and pkaThe acidity Constant, kaAcidity and pkaPredicting the Strength of BasesHow to predict the Outcome of Acid-Base ReactionsWater Solubility as the Result of Salt FormationRelationship between Structure and Acidity- the effect of h

Chemistry. The course provides an introduction to nomenclature, three dimensional structure, physical properties and reaction mechanisms are introduced. Although most organic functional groups are briefly discussed, the focus is placed on chemistry of alkane, alkenes, alkynes, alkyl halides and alcohols.

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