Course Outline PDF

Preview

Summary

Course Outline...

Description

DEPARTMENT OF CHEMISTRY & CHEMICAL TECHNOLOGY Chemistry (Science Program) 202-BZF-05 Organic Chemistry I Fall 2018

INSTR INSTRUCT UCT UCTOR OR (se (secti cti ctions ons 11 an and d 12 12): ): Office Hours: • Wed 10:00 – 12:00 • Thurs & Fri 10:00 – 11:15 • By appointment • Walk-in

Jubrail (Gabi) Rahil, Ph. D. Office: 6A.10 4674 Email: [email protected] or

MIO

Other Sections: Section

Office

Telephone

Email

E. Cadieux

00003 / 00004

6A.8

4869

[email protected]

B. Seivewright

00005 / 00006

6A.12

4866

[email protected]

S. Holden

00007 / 00008

6A.14

4871

[email protected]

M. I. Haniff

00009 / 00010

6A.5

4867

[email protected]

Y. Uh

12001 / 12002

6A.9

4870

[email protected]

INSTRUCTOR ACCESSIBILITY Office hours: refer to the teachers schedule on Omnivox: LEA, Moodle or on the Chemistry Department information board. Out of class communication methods: Webmail or Omnivox (MIO). The instructor will respond to students’ inquiries during office hours and within a reasonable delay. COURSE OBJECTIVES Organic Chemistry I (202-BZF-05) provides students with 1) basic knowledge of hydrocarbons, their classes and reactions, and 2) basic experimental skills in performing organic chemistry experiments, allowing the students to acquire skills to fulfill the competencies: to solve simple problems in organic chemistry (00XV) and to apply the experimental method in a scientific field (00UV). COURSE COMPETENCIES This course will allow the student to achieve the following competencies: ✓ 00XV (Fully Achieved) - To solve simple problems in organic chemistry.

✓

1.

Relate the structure of organic molecules to their physical properties

2.

Classify simple organic molecules

3.

Describe the main reactions of organic chemistry based on functional groups

4.

Theoretically conceive of methods for synthesizing simple organic compounds

5.

Prepare, separate and identify simple organic compounds

00UV (Partially Achieved) - To apply the experimental method in a scientific field. 1.

Represent various situations, drawing upon relevant concepts, laws and principles of science.

2.

Solve problems using a method proper to science.

3.

Apply techniques of experimentation or validation specific to science. Page 1 of 13

COMPREHENSIVE EXAMINATION Students who wish to complete the Independent Projects component of Comprehensive Examination (CE) must consult with the teacher and submit the registration form no later than the deadlines set by Comprehensive Examination Office. The Independent Project will contribute 10 % towards the final course grade. The following conditions apply for the assessment of the Independent Project: I. In the case where a student does not achieve a 60 % grade in the course material, the Independent project will not count towards the final course grade. II. In the case where a student does achieve a grade of 60 % or more in the course material, the Independent project will not lower the course grade below 60 %. III. Regardless of the course grade, a project that meets the Independent Project criteria will result in a passing grade for that CE component. PRE-REQUISITE - General Chemistry (202-NYA-05) or equivalent. CO-REQUISITE - Chemistry of Solutions (202-NYB-05) or equivalent. * It is highly recommended that students complete both CEGEP chemistry courses (202-NYA-05 and 202-NYB-05) before attempting Organic Chemistry I.

PONDERATION 3-2-3 - 3 hours of lecture with 2 hours of laboratory work and minimum 3 hours of home study per week EVALUATION SCHEME AND SCHEDULE The Institutional Student Evaluation Policy (ISEP) is designed to promote equitable and effective evaluation of student learning and is therefore a crucial policy to read and understand. The policy describes the rights and obligations of students, faculty, departments, programs, and the College administration with regard to evaluation in all your courses, including grade reviews and resolution of academic grievance. ISEP is available on the Dawson website. Progress in this course will be evaluated according to ONE of the schemes described below. The particular choice of grading scheme and tentative dates of the quizzes and class tests will be announced by your instructor at the beginning of the semester. Scheme 1 Theory Components (85 %) 1. (3x) Class Tests Test #1 ____________ Test #2 ____________ 45 % Test #3 ____________ 2. Final Examination

40 %

Scheme 2 (adopted) Theory Components (85 %) 1. Evaluation Activities 2. (3x) Class Tests Test #1 Fri Oct. 5 Test #2 Fri. Nov. 2 Test #3 Fri. Nov. 30 3. Final Examination

40 %

Scheme 3 Theory Components (85 %) 1. (7x) Mini Class Tests *See your instructor for the scheduled dates of mini-tests

40 %

2. Final Examination

5%

45 %

40 %

Laboratory Work (15 %) Laboratory Work (15 %) Laboratory Work (15 %) The passing grade in this course is 60% Final Examination is cumulative, and will be written in the final examination period. Students MUST PASS BOTH the THEORY and the LABORATORY component of the course. Students who miss more than three laboratory experiments will receive an automatic failing grade in the laboratory component of the course. Students who fail either the theory or the laboratory component of the course will receive no more than 55% as their final grade in the course. The 15% laboratory work component includes any quizzes, including pre-lab quizzes, given in the laboratory. Page 2 of 13

REQUIRED TEXT AND MATERIALS 1. Bruice, Organic Chemistry, 8th ed., Pearson (2016) with solutions manual and molecular model kit. 2. Dawson College Organic Chemistry I (202-BZF-05) Laboratory Experiments. 3. Laboratory safety glasses and laboratory coats. Students must have their Dawson ID card when attending labs in order to borrow equipment.

SUBMISSION OF MATERIAL FOR EVALUATION Laboratory reports and home assignments must be completed and handed in no later than the time specified by the teacher. A grade of ZERO will normally be given for any report or assignment that is NOT SUBMITTED BY THE DEADLINE. All materials submitted for grading (i.e., tests, quizzes, laboratory reports, assignments, etc.) must be written in INK (blue or black) to preserve the student’s right to grieve. Laboratory reports must be written up in the manner described in the Science Students’ Handbook. Only persons whose names appear on the attendance sheet for an experiment will have their report for that experiment marked. Each laboratory report will be submitted one week after the experiment is done, unless otherwise instructed by your teacher. Because of laboratory scheduling restrictions, as well as pedagogical considerations, extra time at the end of the laboratory period cannot, and will not be allowed. It is expected that all laboratory reports and other written work will be submitted in a readable and clean format. All laboratory reports (including post-lab questions) must be written in ink (blue or black) or produced using a word-processor. Reports judged messy by the instructor will not be marked. TEACHING METHODS Lectures, laboratory work and reports, in-class or home problem solving and self-study, quizzes, and progress tests are among the methods used in achieving the competencies in this course. There will be two periods (1.5 h each) for lectures per week. These periods will be used to present the basic material of the course and to hold in-class tests. In addition, there are ten 3-hour lab sessions throughout the semester. When practical labs are not scheduled in a lab session, lectures or problem solving, instead, will often be given by your instructor. ATTENDANCE AND COURSE PARTICIPATION REQUIREMENTS Students should refer to the Institutional Student Evaluation Policy (ISEP section IV-C) regarding attendance. Students must keep in mind that Organic Chemistry I is not a regular CÉGEP course, but is a university equivalent course. The course, as is also the case at other anglophone CÉGEP’s, is therefore taught in the university manner, with much more content than in a regular CÉGEP Chemistry course. Consequently, contrary to high school practice and the lower-level Chemistry courses, students are expected, at this stage, to have acquired good study habits and be capable of demonstrating a considerable amount of independence, as is expected of them for the corresponding course at university. In order to succeed in this course, it is essential that students review the course material regularly and attempt problems from the text book. They are then strongly encouraged to discuss problems, and request assistance in the areas of weaknesses during the instructors’ office hours. Office hours will be posted outside the instructor’s office and students will be notified of these during the first week of classes. Students with difficulties in the course should seek help from their instructor without delay. Student participation is essential in all phases of the learning activities. Attendance is compulsory for all Page 3 of 13

laboratory sessions, class tests, quizzes, and the final examination. UNJUSTIFIED ABSENCE will result in an automatic grade of ZERO. MEDICAL EXCUSES for absence will only be considered when accompanied by a VALID DOCTOR’S NOTE. Students must bear in mind that there are no make-ups or re-writes. In the event that a student misses a test with valid reason, the instructor must be notified in advance and must be provided with necessary written information. In this case, the instructor may arrange an alternative method of evaluation for the student. LITERACY STANDARDS In accordance with College policy, all materials submitted for evaluation must demonstrate proper use of the English language. LABORATORY SAFETY REGULATIONS Students enrolling in this course will be exposed to chemicals which may be irritating or hazardous. For those persons with a sensitive medical condition such as allergies, additional precautions beyond the normal laboratory requirements of wearing safety glasses and laboratory coats are recommended. Such precautions may include wearing supplementary accoutrements such as additional eye protection or garments. Exposure to certain chemicals during the first trimester of pregnancy, in particular, should be avoided. In such circumstances, delaying enrollment in the course is strongly recommended. Please consult with your professor on the advisability of continuing in the course or other courses of action available to you. The following safety rules will be enforced starting on the first laboratory period: 1. WEARING SAFETY GLASSES AND LAB COAT IS OBLIGATORY. Students without safety glasses or lab coats will be asked to leave the laboratory area, and will be considered absent for that period. 2. No smoking, eating or drinking is permitted at any time in the laboratory. 3. Keep your coats, textbooks, and other bulky personal items out of the working area. 4. Report any accident, however minor, to your instructor at once. 5. Noncompliance with any of these safety regulations will result in expulsion from the Lab. Consequently, the student will get a zero grade for that Lab exercise. STUDENT OBLIGATIONS Students are expected to be familiar with the general policies and guidelines of the Department of Chemistry & Chemical Technology regarding laboratory and classroom comportment (pages 4 and 5 of this Outline), as well as with the College Policies on students’ rights and obligations, cheating and plagiarism, and literacy, as outlined in the College’s Institutional Student Evaluation Policy (ISEP). 1.

2. 3.

4.

5. 6. 7.

Students must not talk to or communicate with their classmates when the classroom or pre-lab lecture is in progress. The lecture begins precisely at the assigned time or as soon as the lecturer enters the classroom. Students must remain in their seats during classroom lectures and give their full attention to the lecturer. Students must not leave the classroom before the lecture is completed without notifying the teacher at the beginning of the class. The full lecture period is required for your teacher to do an effective job of presenting the course objectives. Students must be on time for a lecture unless there is a valid reason. Any student who does arrive late must be seated as soon as possible near the door of the classroom with minimum disruption. At the end of the lecture, this student must speak to the teacher about the late arrival. For late arrivals at the laboratory sessions, the student must see the teacher immediately after entering the lab. The teacher may refuse to allow the student to carry out the experiment. A student may leave the laboratory with permission for very short periods of time only if his or her partner is tending to the experimental set-up. During laboratory sessions all students should remain, as much as possible, near their workstations, and Page 4 of 13

8. 9.

10. 11. 12.

13.

work in a quiet non-disruptive fashion. Classroom or laboratory assignments or reports must be submitted on or before the deadline dates. Students are expected to write all tests, quizzes and final exams at the times scheduled by the teacher or the College. Teachers are not obliged to re-schedule tests, quizzes or examinations to satisfy individual student preferences. There will be no make-up classroom tests or quizzes. In such cases where a student misses a test or quiz with valid reason, the teacher may arrange an alternative marking scheme for the student in question. Students are responsible for all course material and announcements missed when they take an intensive course or for any other reason. Your teacher has the right to ensure order and safety in the classroom and lab, and will take appropriate action to remedy any situation which arises because of non-compliance with the above regulations. Dismissal from the classroom or the laboratory is a legitimate option on the part of the teacher. The student will then be required to meet with the Chairman of the Department of Chemistry & Chemical Technology who will decide on any future action to be taken. The use of cell phones and unauthorized electronic devices is forbidden in the classroom and laboratory.

Everyone has the right to a safe and non-violent environment. Students are obliged to conduct themselves as stated in the Student Code of Conduct and in the ISEP section on the roles and responsibilities of students. (ISEP section II-D) ACADEMIC INTEGRITY Cheating and plagiarism are serious academic offences. Action in response to an incident of cheating or plagiarism, up to and including the failure of a student in the course, is within the jurisdiction of the teacher, in accordance with the College’s Institutional Student Evaluation Policy (ISEP). According to ISEP, every instance of cheating and plagiarism leading to a resolution that impacts on a student’s grade must be reported, with explanation, in writing to the appropriate Dean. (ISEP section V-C) INTENSIVE COURSE CONFLICTS STATEMENT If a student is attending an intensive course, the student must inform the teacher, within the first two weeks of class, of the specific dates of any anticipated absences. (ISEP section IV-A.10) This is particularly important if the student will be missing, because of the intensive course, laboratory experiments or a pre-scheduled test. POLICY ON RELIGIOUS OBSERVANCE Students who expect to miss classes or labs for religious holidays must inform their teacher in writing within the first two weeks of the semester as per the Institutional Student Evaluation Policy (ISEP). There is a form at the end of this outline. Your teacher will inform you of any modifications to planned course activities resulting from the teacher’s own religious commitments. Students who intend to observe religious holidays must inform their teachers in writing as prescribed in the ISEP Policy on Religious Observance. (ISEP Section IV-D). A form for this purpose is available at the end of this document. USEFUL LINKS ISEP: The Dawson College Institutional Student Evaluation Policy (ISEP) is designed to promote equitable and effective evaluation of student learning. It is available at the College website under “Quick links” followed by ISEP. https://www.dawsoncollege.qc.ca The Dawson College website gives access to several useful information like the academic calendar, the library database or class cancellations. The Omnivox platform centralized several computer services available at Dawson. The student can access LEA to get course documents, communicate with their teacher or check their grade online. https://dawsoncollege.omnivox.ca Page 5 of 13

A complete description of the objectives and standards of this course is provided in this document describing the Dawson College Science Program. https://www.dawsoncollege.qc.ca/programs/science-medical-studies-andengineering/science Previous Final Examinations with their solutions from the Chemistry Department. https://www.dawsoncollege.qc.ca/chemistry/previous-final-exams/

Page 6 of 13

COURSE CONTENT (Bruice 8th Ed.) CHAPTER 1 – Remembering General Chemistry: Electronic Structure and Bonding (2 lectures) Section

1.1 to 1.16

Compulsory Review of Fundamental Concepts on Electronic Structure and Bonding from Chemistry NYA – Consult Your Instructor This material is an important part of this course and you will be tested on them in the 1st lab session.

Suggested Problems – 2, 6, 8, 9, 13, 18, 22, 26, 27, 28, 32, 33, 38, 39, 42, 43, 44, 47, 48 CHAPTER 2 – Acids and Bases: Central to Understanding Organic Chemistry (2 lectures) Section Suggested Problems 2.1 An Introduction to Acids and Bases 2.2 pKa and pH 2.3 Organic Acids and Bases 1, 2, 4, 7, 10, 11, 12, 13, 16, 2.4 How to Predict the Outcome of an Acid-Base Reaction 17, 18, 20, 22, 23, 24, 26, 2.5 How to Determine the Position of Equilibrium 28, 29, 30, 31, 32, 34, 35, 2.6 How the Structure of an Acid Affects its pKa value 36, 39, 42, 46, 51, 52 2.7 How Substituents Affect the Strength of an Acid 2.8 An Introduction to Delocalized Electrons Tutorial (p. 80) – Acids 2.9 A Summary of the Factors that Determine Acid Strength and Bases 2.12 Lewis Acids and Bases p.508 (Compulsory) Forming a Carbanion by way of a metal 509 Recommended Reading 2.10 How pH affects the structure of an Organic Compound 2.11 Buffer Solutions CHAPTER 3 – An Introduction to Organic Compounds: Nomenclature, Physical Properties and Structure (2 lectures) Section Suggested Problems 3.1 Alkyl Groups 3.2 The Nomenclature of Alkanes 3.3 The Nomenclature of Cycloalkanes 1, 2, 3, 4, 5, 7, 9, 10, 11, 13, 3.4 The Nomenclature of Alkyl Halides 14, 15, 16, 17, 18, 21, 23, 3.6 The Nomenclature of Alcohols 26, 33, 34, 35, 36, 37, 38, 3.8 The Structures of Alkyl Halides, Alcohols, Ethers and Amines 39, 40, 41, 42, 45, 48, 50, 3.9 Noncovalent Interactions 51, 52, 53 3.10 The Solubility of Organic Compounds 57a, 58, 59, 60, 63, 64, 65, 3.11 Rotation Occurs about Carbon – Carbon Single bonds 68, 70, 72, 74, 75, 77. 3.12 Some Cycloalkanes Have Angle Strain 3.13 Conformers of Cyclohexane 3.14 Conformers of Monosubstituted Cyclohexanes 3.15 Conformers of Disubstituted Cyclohexanes Recommended Reading 3.16 Fused Cyclohexane Rings

Page 7 of 13

CHAPTER 4 – Isomers: The Arrangement of Atoms in Space (2 lectures) Section 4.1 Cis – Trans Isomers Result from Restricted Rotation 4.2 Using the E, Z System to Distinguish Isomers 4.3 A ...