Chemistry 302-001: Organic Chemistry

Dr. T. Christian Grattan (Office Sims 301B)

Fall 2020 Winthrop University

MWF 12:30-1:45 PM (SIMS 209)

3 Credit hours

COURSE MATERIALS

Organic Chemistry with Biological Topics, 5th ed., Smith REQUIRED

Molecular Model Kit, ask Dr. Grattan RECOMMENDED

          Computer/Laptop with webcam REQUIRED

COURSE GOALS AND OUTCOMES

My goal for this course is to clearly explain the fundamental concepts of organic chemistry and how they are incorporated into chemical reactions and mechanisms in accordance with departmental objectives. The students should be able to:

 

  1. Become proficient in organic nomenclature from structure to name and name to structure for the various derivatives emphasized in the course (alkanes, alkenes..etc)
  2. Understand bonding and three-dimensional shape of organic molecules for a better understanding of energetic stability and preferred reactivity.
  3. Identify functional group conversion or transformation given any two of the following: starting material, reagents and products for various chemical reactions and the energy that drives each process.
  4. Become proficient in mechanistic organic chemistry to explain how the reactions are converted to products with emphasis on electron movement arrows, intermediate charge and resonance involvement.
  5. Aromatic compound characteristics and reactivity with emphasis on energetic stability, resonance role in reactions and the various options available to aromatic substitution chemistry.
  6. Evaluate the kinetic and thermodynamic differences in a chemical reaction.
  7. Examine the physical properties of molecules and discuss the reasoning behind the differences.
  8. Develop and design multi-step synthetic processes to perform organic functional group interconversions.
  9. Become proficient in interpreting organic analytical such as NMR, IR and mass spectra.

 

University Level Competency #1: In this course students will be challenged to think critically and solve problems logically in accordance with ULC #1. This approach will aid in their future courses and help develop better study and work habits.

 

COURSE ADMINISTRATION

Virtual Office Hours: M 11:00 AM-11:30 AM, T 11:00-12:00 PM

or by appointment (323-4927 or grattanc@winthrop.edu)

 

While I will be available to answer questions during the virtual office hours or by appointment I will also have a discussion board available for students to ask questions throughout the semester. Other students are encouraged to respond on this discussion board in a helpful or polite manner. I will also monitor the discussion board and contribute along the wat.

You will find that this course is different than any other courses you have taken in college. It is therefore important to stay on top of the material and get your questions answered as soon as possible. Please take advantage of my office hours or the discussion board to resolve these problems.  

 

Attendance: Due to the unique nature of this course, each and every class meeting is important to better understand the material in the text. The students are responsible for all assignments for the course regardless of absence. I will take attendance during any in-person meetings, but will otherwise monitor the blackboard links via tracking.

ASSIGNMENTS AND GRADING

Homework and Assignments: Problems will be assigned using CONNECT from the text for each chapter for practice. These problems will be graded although I do not limit the number of times you may complete the homework sets. I will also provide a problem set relating to each chapter that may be used to prepare for the quiz, but it will not be graded. All of these problems will be used to construct quizzes and exams. It is very important to understand the problems that are assigned and you are strongly encouraged to work and study in groups or using the discussion board!!

 

Quizzes: Quizzes will be assigned for each chapter or similar group of chapters. These quizzes will be taken ONLINE only and will not be during classtime. You may complete the quizzes in a 30 minute time window using the Respondus Lockdown Browser whenever you are ready by the assigned due date listed for each.

Quiz
Topic
Due Date

1

Organic I Review

9/1 11:59 PM

2

Chapters 17 and 18

9/10 11:59 PM

3

Chapters 20 and 21

9/27 11:59 PM

4

Chapters 19 and 22

10/11 11:59 PM

5

Chapter 23

10/18 11:59 PM

6

Chapters 24

10/29 11:59 PM

7

Chapter 15

11/8 11:59 PM

8

Chapters 29

11/17 11:59PM

 

 Exams: This course will consist of four in-class exams and one cumulative final exam given on the dates provided. Exam problems will be similar to the assigned problems. Each exam will be taken simultaneously whether in class or on a virtual day. The exam will be timed and must be submitted by the end of the exam time or a penalty of 25% will be imposed. Students taken the exam virtually will either take the exam using Respondus Lockdown Browser or via ZOOM there will be no exceptions. Make up exams will be given only with a verified written medical excuse.

Exam
Date
Time

Exam 1

Monday Sep 14

12:30-1:50 PM

Exam 2

Wednesday Sep 30

12:30-1:50 PM

Exam 3

Wednesday October 14

12:30-1:50 PM  

Exam 4

Wednesday November 4

12:30-1:50 PM

Exam 5

Friday November 20

12:30-1:50 PM  

Final Exam

Tuesday Dec 8

12:30-3:00PM

                    

 

 

 

 

 

 

Grading System:

5 In-class Exams (100 points each)

500 points

Quizzes (Average of Best 5)

100 points

Homework

100 points

Final Exam

200 points

Total

900 points

 

Grading Scale:

Percentage

Grade

Percentage

Grade

93-100%

A

77-79%

C+

90-93%

A-

70-76%

C

87-89%

B+

60-69%

CR

83-86%

B

<60%

UN

COURSE POLICIES

S/U and Withdrawal Policy: According to University policy, Friday August 28, 2020 is the last day to drop this course. Thursday, Dec 3, 2020 is the last day to withdraw from a fall semester course or to declare S/U for the course.

 

Student code of conduct: As noted in the Student Code of Conduct: Responsibility for good conduct rests with students as adult individuals. Violations of the code of conduct found in the Student Conduct Code Academic Misconduct Policy will be dealt with as described in the policy.

 

 

 

Masking requirement: Winthrop requires that all students adhere to safety practices that will minimize the transmission of COVID-19 within the campus community. Accordingly, students are expected to engage in social distancing and wear a cloth face mask while on campus. Failure to comply with this requirement in the classroom will result in dismissal from the current class meeting. Repeated violations will be reported to the Dean of Students as a violation of the Student Conduct Code. Students with conditions that prohibit the wearing of a face mask should discuss this with their instructor and/or contact the Office of Accessibility to arrange appropriate accommodations.

 

Online Learning: Any student enrolled in courses at Winthrop regardless of modality (traditional in-person, online, hybrid) is entitled access to all campus resources. These resources include, but are not limited to, admissions counseling, recreational facilities, and health, library, and academic services. Questions regarding access to these resources should be directed to the assigned academic advisor. While attending on your in-person day, you are expected to keep up with all other lectures, assignments and material. All videos will be available on the blackboard course site.

 

Students with Disabilities Policy: Winthrop University is committed to providing access to education.  If you have a condition which may adversely impact your ability to access academics and/or campus life, and you require specific accommodations to complete this course, contact the Office of Accessibility (OA) at 803-323-3290, or, accessibility@winthrop.edu. Please inform me as early as possible, once you have your official notice of accommodations from the Office of Accessibility. This includes your ability to wear a mask for the entire class period or when in the building.

 

Cheating: Infractions of academic discipline are dealt with in accordance with the student Academic Misconduct Policy which is in the Student Conduct Code in the Student Handbook. Academic misconduct includes, but is not limited to,

providing or receiving assistance in a manner not authorized by the professor in the creation of work to be submitted for academic evaluation including papers, projects, and examinations; presenting, as one’s own, the ideas or words of

another for academic evaluation without proper acknowledgment; doing unauthorized academic work for which another person will receive credit or be evaluated; and presenting the same or substantially the same papers or projects

in two or more courses without the explicit permission of the professors involved. In addition, academic misconduct involves attempting to influence one’s academic evaluation by means other than academic achievement or merit.

 

Academic Success Center: Winthrop’s Academic Success Center is a free resource for all undergraduate students seeking to perform their best academically.  The ASC offers a variety of personalized and structured resources that help students achieve academic excellence, such as tutoring, academic skill development (test taking strategies, time management counseling, and study techniques), group and individual study spaces, and academic coaching.  The ASC is located on the first floor of Dinkins, Suite 106.  Please contact the ASC at 803-323-3929 or success@winthrop.edu.  For more information on ASC services, please visit www.winthrop.edu/success.

Winthrop University’s Office of Nationally Competitive Awards (ONCA) identifies and assists highly motivated and talented students to apply for nationally and internationally competitive awards, scholarships, fellowships, and unique opportunities both at home and abroad. ONCA gathers and disseminates award information and deadlines across the campus community, and serves as a resource for students, faculty, and staff throughout the nationally competitive award nomination and application process. ONCA is located in Dinkins 222B. Please fill out an online information form at the bottom of the ONCA webpage www.winthrop.edu/onca and email onca@winthrop.edu for more information.

HELPFUL LINKS

Additional Help: You may access additional tutorials and internet web resources at:

 

Textbook https://www.mheducation.com/highered/product/organic-chemistry-biological-topics-smith-vollmer-snarr/M9781259920011.html

                  

IUPAC rules for nomenclature http://www.chem.uiuc.edu/GenChemReferences/nomenclature_rules.html

 

Practice writing mechanisms http://iverson.cm.utexas.edu/courses/310N/MainPagesSp06/Mechanism.html

 

Org. rxn quizzes/summaries http://pages.towson.edu/ladon/orgrxs/reactsum.htm

 

Practice with synthesis problems

http://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJml/Questions/problems.htm

 

NMR/IR/Mass spec problems

http://www.nd.edu/~smithgrp/structure/workbook.html

http://www.chem.ucla.edu/~webspectra/

 

 

 

 

 

 

 

 

 

 

 

 

COURSE SCHEDULE

 

CHEM 302 Class Lecture/Exam Schedule*

DATE

MATERIAL

TOPIC

DATE

MATERIAL

TOPIC

Aug. 26

Intro/Ch. 17

Benzene, aromaticity, antiaromatic

Oct. 14

Exam 3

 

Aug. 28

Ch. 17

Ion/Heterocycle, Benzene nom.

Oct. 16

Ch. 23

Malonic and Acetoacetic Syn

Aug. 31

Ch. 17/Ch. 18

Frost circle, EAS Mechanism, 5 Rxns

Oct. 19

Ch. 24

Kinetic/Thermodyn enolate, Aldol

Sept. 2

Ch. 18

E+ Mechs, Directing effects

Oct. 21

Ch. 24

Claisen/Dieckmann

Sept. 4

Ch. 18

Dir. Effects, Subst rxns, Acid/Base

Oct. 23

Ch. 24

Michael rxn, Robinson annul.

Sept. 7

Ch. 18

NAS Rxns, Synthesis

Oct. 26

Ch. 25

 Amines, nomenclature

Sept. 9

Ch. 20

Aldehydes/Ketones, Nuc addn rxns

Oct. 28

Ch. 25

 Amine reactions, Gabriel

Sep. 11

Ch. 20

 Grignard rxn, retrosynthesis

Oct. 30

Ch. 25

Diazonium chemistry, heterocycles

Sep. 14

Exam 1

Nov. 2

Ch. 15

Radicals/Prod distribution

Sep. 16

Ch. 20/Ch. 21

Hydration, Acetal (Protection)

Nov. 4

Exam 4

Sep. 18

Ch. 21

 Acetal (Protection)

Nov. 6

Ch. 15

Radical rxns, Allylic/Benzylic

Sep. 21

Ch. 21

Wittig rxn, Retrosynthesis

Nov. 9

Ch. 26

 Organometallic chem, alkyl lithium, e- count

Sep. 23

Ch. 21

Imines/Enamines

Nov. 11

Ch. 26

 Transmetallation, Coupling

Sep. 25

Ch. 19

Carboxylic acids, intro

Nov. 13

Ch. 26

 Suzuki/Heck/Metathesis

Sep. 28

Ch. 19

Carboxylic acid derivatives

Nov. 16

Review

 

Sep. 30

Exam 2

 

Nov. 18

Review

 

Oct. 2

Ch. 19/Ch. 22

C. Acid Derivative Reactions

Nov. 20

Exam 5

Oct. 5

Ch. 22

C. Acid Derivative Reactions

Nov. 23

Review 

Oct. 7

Ch. 22

Nitrile rxns

 Nov. 30

Review

Oct. 9

Ch. 23

Acidity of the alpha H

  Dec. 2

Review

Oct. 12

Ch. 23

Enol/Enolate reactions

Dec. 8

Final Exam

 

 

 

 

 

 

*This is a tentative schedule for lecture and exams (other than the Final Exam). Any changes to this schedule will be announced in class and through email.