Course Syllabus

Chem2102-01-SP17-Henderson.docx

 

Emmanuel College – Spring 2017

Chemistry 2102 – Organic Chemistry II

 

Instructor:     

Dr. Carley Henderson

            Office: A-423 (Administration Building)

            Office Hours:  Tuesday 2:00-3:00 pm

                                    Wednesday 1:00 -2:00 pm

                                    Friday 10:30 am – 12:00 pm

                                    or by appointment

            e-mail:  hendersonc@emmanuel.edu

 

Office hours will begin on Tuesday, January 20, 2017. 

 

Course Description:

This course is a continuation of CHEM 2101 and considers the structure, bonding and reactivity of the following classes of carbon compounds:  alkenes, alkynes, alcohols, ethers, and aromatic compounds.  Particular attention will be paid to multi-step synthesis of target molecules from readily available starting materials.

 

Some Course Goals:

  1. To understand reactions in terms of mechanism
  2. To synthesize alkenes, alkynes, alcohols, carboxylic acids, ethers, aldehydes, ketones, derivatives of benzene, and derivatives of carboxylic acids via functional group interconversion and carbon-carbon bond formation reactions using readily available starting materials
  1. To use retrosynthetic analysis to synthesize complex organic molecules

 

Required Materials for lecture: 

  1. Organic Chemistry, 9th ed. by L. G. Wade, Jr.
  2. Personal Response System, (Learning Catalytics)

 

A Molecular Model Kit is recommended. 

 

Classroom Locations:          

Lecture: MWF            Room WSC 112                      8:00 am – 8:50 am

                       

Laboratory:

01                    Tuesday           CH      WSC Room 408          9:25 am – 12:05 pm

02                    Tuesday           HD      WSC Room 408          1:40 pm – 4:20 pm

04                    Tuesday           JL        WSC Room 408          4:30 pm – 7:10 pm

03                    Thursday         RM      WSC Room 408          9:25 am – 12:05 pm

 

CH = Dr. Carley Henderson               email: hendersonc@emmanuel.edu

HD = Dr. Holly Deak                         email: deakh@emmanuel.edu

JL = Dr. John Lampe                          email: lampej@emmanuel.edu

RM = Dr. Rajni Madan                       email: madanr@emmanuel.edu

 

Attendance policy:  Students are expected to attend lecture and laboratory regularly.  Learning catalytics questions will serve as a method for partially assessing attendance in lecture.

 

Communication:  The primary modes of communication for this class will be via ECLearn and Microsoft Outlook.  All students are required to regularly check ECLearn as well as have an Emmanuel email account.

 

Cellular Phone & Pager Policy:  All electronic devices should be turned off during the class period.  If you are expecting a crucial phone call, the cellular phone should be set to the vibrate mode. 

 

Office Hours Etiquette (Office hours begin on Monday, January 20, 2017). 

 

    1. You may sign up in advance for two 15-minute time blocks (30 minutes per week).
    2. If you need more time than this, please wait until the day of the office hour to sign up for additional time.
    3. If you need to cancel your office hour appointment, please do so by cancelling through YouCanBookMe.  You must save the original confirmation email to be able to cancel an appointment. 
    4. If there are no available times or you cannot attend one of the available slots additional appointments can be set up via email.

 

Credit Hour Statement

 

One hour of classroom or direct faculty instruction and a minimum of two hours of out-of-class student work each week for approximately 15 weeks for one semester hour of credit. For accelerated courses, 15-20 hours of out-of-class student work each week. At least an equivalent amount of work for other academic activities, including laboratory work, internships, practica, studio work, and other academic work leading to the award of credit hours.

 

For Arts and Sciences traditional, face-to-face classes: Students are expected to devote a minimum 12 hours of study for each 4-credit course per week over the semester. A minimum of three of these hours are spent in class. Consequently, faculty are expected to assign out-of-class work that will require a typical student to spend a minimum of nine hours of effort per week on average.

 

Academic Integrity Policy Community Statement

 

Academic integrity, ethics and trust are core values in the Emmanuel College community. These values should matter to all members of the community and should apply everywhere—in our classrooms, in the Library, in the Computer Labs, in the Student Center, in the residence halls, in the dining hall, and in our offices. An academic community where each member of that community upholds the values of academic integrity, ethics and trust is one in which faculty members, students, administrators and staff can achieve significant goals and make meaningful contributions. In such a community, people treat each other with respect and value the intellectual and real property of other individuals and of the community as a whole.

 

This Community Statement is intended to remind us that everyone is part of the effort to further enhance and sustain a culture of academic integrity, ethics and trust. It should appear on all College syllabi and could also be used in the Admissions process, during orientation, displayed in College buildings and recited at important ceremonial events on campus. "I willingly accept my role in this process" would be added to the Statement if it is recited or written out and signed. In the event that a faculty member does not include the Community Statement on the syllabus, students are nonetheless responsible for work that is consistent with standards of academic integrity. For complete information about the Academic Integrity Policy please visit http://www.emmanuel.edu/academics/registrar/academic-policies/academic-integrity-policy.html

 

Academic Support and Disability Services Statement

 

Any student needing additional support in this course is encouraged to speak with the instructor and to take advantage of the services of the Academic Resource Center (ARC). The ARC provides tutoring, writing assistance, disability services, and academic coaching. Contact the ARC for more information (ground level of the Cardinal Cushing Library, room G-04, 617-735-9755, arcservices@emmanuel.edu). 

 

It is the policy of Emmanuel College to provide appropriate, reasonable accommodations to students who have documented learning, physical, cognitive, or psychiatric disabilities that may affect their ability to participate in course activities or meet course requirements. Students with disabilities are encouraged to meet with the course instructor.  If you have a documented disability and may require accommodations in this course, you will need to register with Disabilities Support Services (ground level of the Cardinal Cushing Library, room G-06A, 617-735-9923, disabilityservices@emmanuel.edu).

 

Statement on Physical/Emotional Health

 

A range of issues can cause barriers to learning, such as strained relationships, increased anxiety, health issues, alcohol/drug problems, feeling down, difficulty concentrating, lack of motivation or feeling ill. These concerns or other stressful events may lead to diminished academic performance or may reduce your ability to participate in daily activities. University resources can help you address these and other concerns. You can learn more about our broad range of confidential mental health or medical services at the Counseling Center located in Admin 151 or Health Services located in lower level of St. Joseph’s Hall.    http://www.emmanuel.edu/student-life/student-health-counseling.html

 

Attendance Policy

 

Students are expected to attend class regularly. Each faculty member will state clearly on the course syllabus the relationship between class participation and course grade. Faculty members may take attendance.

 

Grading:        Hour Exams (2)                     100 x 2                       200 pts

                        Final Exam                             150                             150 pts

                        Quizzes (5)*                           35 x 4                         140 pts

                        Participation                            60                                60 pts

                        Mastering Chemistry            120                             120 pts

                        Problem of the Week                50                                50 pts

                        Laboratory Grade                250                             250 pts

                        Diagnostics                       30                                30 pts          

                        Total:                                                                          1000 pts

 

Exams:  There will be two one-hour exams administered during the semester.  There will be a cumulative final during the scheduled final exam time. 

Exam I            February 24                             Lecture Material through February 22

Exam II           April 12                                   Lecture Material through April 10

Final Exam      May 6, 8:00 – 10:00 am          Cumulative

 

Review sessions will be held the week of the exams.  The final review session will be held on reading day. 

 

Exam Day Policy: 

  1. 1.  All students will be required to place all book bags, jackets, cell phones, computers, etc. in the front of the classroom prior to the start of the exam.  
  2.  All students should plan on not being able to leave the classroom for any circumstances unless it is a dire emergency.  Please use the restroom prior to coming to the exam. 
  3.  All students will be required to sign a cover sheet attesting to the fact that the work you do on any exam is entirely your own and you did not receive unauthorized outside assistance. 

 

 

Exam Regrades:  If you feel that an error was made in the grading of an exam you may submit the exam, together with a written description of the error to me for regarding.  Please do not submit any exam for regrade if the change will not affect your letter grade.  Do not submit your exam for regarding simply to try to get more points; only submit regrades when a grading error has been made.  To do the former will often result in the receipt of fewer points since the entire exam is subject to regrade.

 

Quizzes*:  There will be five quizzes administered during the semester. Each quiz is worth 30 points; the quizzes will be administered during the last 15-20 minutes of lecture.  The lowest quiz grade will be dropped. There are no make-up quizzes. The quiz dates are: February 1, February 15, March 17, April 3, and April 28.   

 

Participation Grade: Students are encouraged to participate during the in-class assessments. Regular participation (~75% of questions posed) will result in a participation grade of 36/60. The additional points will be based on the percent of questions correctly answered.

 

Problem Sets:  Problem sets will be assigned throughout the semester but will not be graded. Chemistry is a problem-solving course. The best way to learn chemistry is to practice by solving problems.  

Problem of the Week: Throughout the semester, a problem of the week will be posted to ECLearn every Friday. These problems will be slightly more challenging than examples given in class or in normal problem sets. Each student will be required to submit 5 problems of their choosing to be graded (although you are encouraged to do all of them for extra practice). The problems will be due one week after being posted and each one will be worth 10 points.

 

Laboratory Grade:  The laboratory grade will be determined as follows:

 

Full Laboratory Reports (3)                            33%

Worksheets (8)                                                57%

NMR Quiz                                                      10%

                                                                        100%

 

Each experiment is worth 100 points:

 

10 points for completing the pre-laboratory quiz

15 points for your pre-laboratory assignment

15 points for the instructor’s evaluation

60 points for the post-lab assignment (formal typed laboratory reports or worksheets)

 

Late assignments will be penalized.  For each day late, two points will be deducted.  Labs more than five days late (weekends included) will not be accepted and a grade of zero for that report will be assigned.  Labs are ultimately graded on a ten-point scale, any lab that has several grammar/spelling errors will be lowered by one point.     No lab reports, data sheets, or pre-laboratory assignments will be accepted after the last day of classes. 

 

Warning:  You must pass the lab to pass the course (60% of the points).  Any student who misses more than two experiments without a legitimate excuse will fail the course.  There are no make-up labs.

 

Laboratory Information:  Please refer to the detailed laboratory syllabus.

 

Extra-credit Policy:  Due to the nature of this course, there are no extra credit options.

 

Additional Resources:  Organic chemistry tutors available at the Academic Resource Center (ARC) located in the basement of Cardinal Cushing Library. 

 

Other Important Dates:

Thursday, January 26, 2017                            Last day to Add

Thursday, February 2, 2017                            Last day to drop without a “W” grade

Monday, April 10, 2017                                 Last day to drop with a “W” grade; last day

to petition moving middle final exam if you

have more than 2 exams scheduled in one day.  Please see:  http://www.emmanuel.edu/Academics/Registrar/Final_Exams.html           

                 

 

Course Syllabus Disclaimer:  This syllabus is presented as a prospectus of what is intended for the course.  The professor may, at the sole discretion of the professor, make such adjustments, including schedules and requirements, as may be deemed necessary to meet the academic and pedagogical goals of the course. 

 

 

 

 

Tentative Course Syllabus: 

Date

Topic

Text Sections

Other Material Due

Lab

W

January 18

Course Overview; Naming alkenes; alkene stability

pp. 296-318

 

No Lab

F

January 20

E1 elimination 

pp. 318-326

Organic I Review Sheet

M

January 23

E2 elimination

pp. 327-344

 

Check-in

SN1/SN2

W

January 25

Retrosynthetic Analysis

p. 1320 (Appendix 3b)

 

F

January 27

Reactions of Alkenes – Regioselective Reactions – Markovnikov Addition

pp. 359 -366; 370- 376

 

M

January 30

Reactions of Alkenes – Regioselective Reactions – Anti-Markovnikov Addition

pp. 366-369; 377-382

Mastering Chem 1 due

NMR Dry Lab

W

February 1

Reactions of Alkenes – Regioselective Reactions – Stereospecific Reactions – Syn & anti adders, Quiz #1

pp. 383-400

Quiz #1

F

February 3

Reactions of Alkenes – Regioselective Reactions – Stereospecific Reactions – Syn and anti-adders continued

pp. 383-400

 

M

February 6

Problem Solving

 

 

NMR Wet Lab

W

February 8

Ozonolysis; Synthesis of alkynes from acetylides

pp. 401-402; 428-441

 

F

February 10

Selected Reactions of Alkynes – reduction, hydration

 

pp. 442- 450

 

M

February 13

Classifying alcohols; Acidity of alcohols; Synthesis of alcohols using Grignard Reagents

pp. 460- 461, 471-488

Mastering Chem 2 due

Dehydration and GC

W

February 15

Grignard Reagents continued; Quiz #2

 

Quiz #2

F

February 17

Reduction of aldehydes & ketones,  Problem solving

pp. 489-494

 

M

February 20

No Class – Presidents Day

 

 

Polymers

W

February 22

Oxidation of alcohols – chemical and biological approaches

pp. 505-515

Mastering Chem 3 due

F

February 24

Exam I

 

Exam 1

M

February 27

Converting alcohols to alkyl halides, alkenes, ethers, esters

pp. 516-534; 537-548

 

Grignard

W

March 1

Ethers, Thioethers, Epoxides

pp. 672-677; 683-707

 

F

March 3

Ethers, Thioethers, Epoxides

pp. 672-677; 683-707

 

M

March 6

No Class – Spring Break

 

 

No Lab

W

March 8

No Class – Spring Break

 

 

F

March 10

No Class – Spring Break

 

 

M

March 13

Molecular Orbital Theory

pp. 29-32; 719-723

 

Reduction of Vanillin

W

March 15

Diels Alder

pp. 735-746

Mastering Chem 4 due

F

March 17

Benzene stability; MO Theory and benzene, Quiz #3

pp. 764-773

Quiz #3

M

March 20

Aromaticity

pp. 774-783

 

Fischer Esterification

W

March 22

Heterocyclic Aromatic Compounds and Polycyclic Aromatic Compounds

pp. 784-792

 

F

March 24

Electrophilic Aromatic Substitution – halogenation, nitration, Friedel-Crafts Alkylation, Acylation; Gatterman-Koch NMR Review

pp. 809-816; 831-838

 

M

March 27

EAS Continued, NMR Quiz

 

NMR Quiz

Diels-Alder

W

March 29

Problem Solving

 

 

F

March 31

Ortho, meta, para directing substituents

pp. 817-830

Mastering Chem 5 due

M

April 3

Synthesis of di and tri-substituted benzene rings; side chain reactions, Quiz #4

pp. 853-856

Quiz #4

Friedel Crafts Alkylation

W

April 5

The Heck Reaction; Review of syntheses of aldehydes & ketones

pp. 845-847; pp.876-898

 

F

April 7

Nucleophilic Addition Reactions

pp. 899-921

Mastering Chem 6 due

M

April 10

Nucleophilic Addition Reactions

pp. 899-921

 

Wittig

W

April 12

Exam 2

 

Exam 2

F

April 14

No Class – Good Friday

 

 

M

April 17

No Class – Easter Monday

 

 

Aldol Condensation

W

April 19

Problem Solving

 

 

F

April 21

Enols, Enolates, aldol Reaction

pp. 1112-1119; 1129-1138

 

M

April 24

Claisen Reaction 

pp. 1139-1146

 

No Lab

W

April 26

Carboxylic Acids structure, Review of syntheses, Vitamin C

pp. 1002-1013; 1020-1022

Mastering Chem 7 due

F

April 28

Derivatives of carboxylic acids; Reactivity of derivatives; formation of esters, amides Quiz #5

pp. 1023-1035; 1060-1078

Quiz #5

M

May 1

Polyesters, Polyamides

pp. 1090-1094

 

 

 

Final Exam

May 6, 8:00 – 10:00 am

 

 

Final Exam

 

 

 

Tips for success in organic chemistry:

  1. Try not to dread it. 
  2. Read before each lecture.
  3. Start studying early and study consistently. 
  4. Work the homework problems. Problems from the textbook will generally not be assigned – solve those for extra practice. 
  5. Go to office hours.  Seek assistance early if you are having difficulty.
  6. Make a reactions notebook or flashcards (critical this semester).  

 

 

 

 

Course Summary:

Date Details Due