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Chemistry 331-01 Crick Spring 2020

Chemistry 331: Organic Chemistry I

The mission of Concord University is to provide quality, liberal arts based education, to foster scholarly and creative activities and to serve the regional community. Concord University’s Mission

Course Information

Course: Chemistry 331: Organic Chemistry I Section: 01 CRN: 20564 Credit Hours: 4 credits Semester Taught: Spring 2020 Room: Science Hall 309 Time: 1:00-2:15 pm TR

Inclement Weather Class Time: 1:15-2:15 pm. This class meets at an unconventional time but will utilize the 12:30TR inclement weather slot to minimize conflicts. If you have another class that overlaps on inclement weather days, contact Dr. Crick to make alternate arrangements.

Prerequisites

Grade of C or better in the following courses: CHEM 101, CHEM 111, CHEM 102, CHEM 112, MATH 103 and MATH 104 (or equivalent proficiency). You must register for both lecture (CHEM 331) and a lab section (CHEM 331L).

Co-requisite

CHEM 331L

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Instructor Information

Professor: Dr. Darrell W. Crick, Associate Professor of Chemistry Email: [email protected] (best way to reach Dr. Crick) Office: Science Hall 401A Office Hours: 9:00-9:50 MWF, 11:00-1:00 M, 11:30-12:50 TR and by appointment Phone: 304-384-5169 Fax: 304-384-6225 Website: Department of Physical Sciences

Note that providing assistance to a student often requires going to the laboratory. If I am not at my desk during office hours, please check 407, 408, and other nearby fourth floor labs. Any changes to office hours will be posted on my door and announced in class or by email/posting to Moodle as appropriate.

I strongly encourage students to visit my office hours and email with any questions related to the course. I am here to help you be successful.

Course Description

Introduction to the chemistry of compounds. Laboratory consists of fundamental tech- niques and preparations.

Course Rationale and Purpose

This class will build on the fundamentals learned in general chemistry to provide the student with a basic understanding of modern organic chemistry. The effects of physical and electronic structure on the chemical properties and reactivity of compounds will be explored with applications in mod- ern materials science, medicine, and biology discussed. Qualitative theory will be stressed. The laboratory portion of the course will provide training in current laboratory tech- niques and hands-on experience with modern instrumentation. Students will build critical thinking skills applicable to all disciplines and the content will facilitate further study in chemistry, molecular biology, material science, and geochemical/environmental science.

Course Management System

This course will use Moodle. Course resources will be available at moodle.concord.edu. The instructor will add students to the appropriate Moodle section.

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Hardware/Software Needed

Access to a computer with a modern, standards-compliant browser (Safari and Chrome work best) and an internet connection will be required to access library resources, Moodle, and online homework assignments. Access to Microsoft Office (Word/Excel/PowerPoint/OneNote), which is provided by Concord, or an equivalent software suite will be required to complete some assign- ments. Specialized software may be required in some instances and will be available on depart- mental computers for student use.

An optional text messaging service is available and students are encouraged to join. Phone num- bers are kept private using this system. The instructor will provide instructions for joining the list.

Required Text and Materials

• Organic Chemistry, 8th edition by Paula Yurkanis Bruice

Recommended Text and Materials

• Study Guide/Solutions Manual to accompany textbook

• Molecular Model Set

• Basic scientific calculator such as a TI-30. Phones, tablets, watches, and other online de- vices are not permitted during exams.

Student Responsibilities

The student will regularly attend class after preparing by reading the assigned text and complet- ing any pre-class exercises provided by the instructor. Students will be attentive to material being presented and respectful of others so as to not interfere with their learning. The responsible stu- dent will check email and the Moodle site daily for updates, new assignments, and changes to the schedule. Students are responsible for being aware of changes and assignments even if they are absent from class when they are initially announced. The student will be able to send email with and without an attachment and will be able to prepare simple documents containing clear, grammatically correct language using a office software suite. Students having difficulty with the material will seek help by visiting the instructor and/or seeing a tutor. The responsible student will submit assignments before the due date and verify the accuracy of the assigned grade and its entry in the Moodle gradebook. Any challenges to the assigned grade must be made within two weeks of the date the graded assignment was returned to the class.

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Instructor Responsibilities

The instructor will not only be knowledgable in the course material but will engage in ongoing scholarly activity in order to maintain awareness of developments in the discipline and in appro- priate educational methods. The instructor will provide a clear outline of the course (this syllabus) and will provide materials needed for assignments at least one week prior to the due date. Class will meet on time and on schedule with any changes communicated as quickly and thoroughly as the situation allows. The instructor will maintain regular office hours and will answer emails and messages within 24 hours. Assignments will be graded promptly, typically within one week, with enough feedback to allow the student to identify areas for improvement. The instructor will attempt to fairly settle any grade disputes and will refer the student to the Chair of the Department of Physical Sciences for appeal of any disputed decision.

Course Description

Concord University Educational Goals

This course address multiple Concord University Educational Goals with particular emphasis on the following.

Knowledge/Mastery of Content Students will demonstrate a depth of knowledge and apply the methods of inquiry in a discipline of their choosing, and they will demonstrate a breadth of knowledge across varied disciplines.

Critical Thinking Student will demonstrate the ability to access, analyze, and interpret information, respond and adapt to changing situations, make complex decisions, solve problems, and evaluate actions.

Department Mission

The Department of Physical Sciences challenges students to become interdisciplinary, ethically responsible professionals and scientists. Our degree programs and courses engage students with fundamental scientific content with the aim to transform them into leaders in their discipline and equip them to succeed in future careers and post-graduate studies. Our faculty foster a dynamic learning environment that broadens students’ knowledge, skills, and attitudes through active- learning curricula. Our mission drives the Educational Goals and Objectives of our programs.

Chemistry Program Educational Goals

Students in the chemistry program will be challenged to gain content knowledge and problem- solving skills across the five major subdivisions of the chemical sciences. They will also gain

4 Chemistry 331-01 Crick Spring 2020 diverse communication skills, and demonstrate attitudes conducive to working in an ethical, safe, responsible, and professional manner.

More detail can be found at Chemistry Program Educational Goals

National Standards

Not applicable, but the course has been designed with input from the recommendations of the American Chemical Society Committee on Professional Training. An American Chemical Society Standardized Exam will be given at the end of the course.

Specific Learning Outcomes

As a result of taking Chemistry 331 and the accompanying laboratory, the student should:

• Know how to construct Lewis diagrams for organic molecules and be able to show electron flow in mechanisms using curved arrow notation

• Understand basic principles of molecular orbital control of structure and reactivity of com- pounds

• Be able to apply nomenclature rules to give systematic names to hydrocarbons, halides, alcohols, amines, and ethers.

• Understand basic stereochemical concepts and how they affect chemical properties

• Understand nucleophilic substitution, elimination and addition reactions and be able to apply them to synthesize simple organic compounds

• Understand the relationships between equilibria, thermodynamics, kinetics and reaction mechanisms

• Understand fundamental radical chemistry

• Understand the physical and chemical consequences of conjugation

• Be able to perform a wide variety of standard microscale organic chemistry laboratory pro- cedures

• Be able to write a formal laboratory report in the format of a primary research article

• Be able to obtain reference data from appropriate sources

• Develop good safety and laboratory cleanliness habits

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Course Requirements

• Homework: Take home problem sets, at least one per week, will be provided with 5-7 days allotted for completion. Completed problem sets are due at the beginning of class on the indicated date.

• In-Class Learning Exercises: In-class learning exercises will be completed during most class meetings. Learning exercises will consists of either short worksheets, done individ- ually or in groups, or a 5-10 min quiz and will focus on recently discussed material. The four lowest in-class learning exercise grades will be dropped.

• Laboratory: See the separate syllabus for CHEM 331L for details of the laboratory portion of the course.

• Exams: Three in-class comprehensive exams will be given at the times listed below.

• Final Exam: A nationally-standardized American Chemical Society comprehensive exam will be given during the scheduled final exam time. If a student’s percentile score on the ACS exam is higher than their lowest exam grade, the lowest exam grade will be replaced with the final exam grade.

Exam Dates Exam 1: Thursday, February 6, 2020 Exam 2: Thursday, March 5, 2020 Exam 3: Tuesday, April 14, 2020 Final Exam: Thursday, May 7, 2020 11:30-1:45

Grading Policy and Scale

The student’s grade will be determined as follows:

• Homework 12%

• In-class Learning Exercises 12%

• Laboratory 25%

• Exams 36%

• Final Exam 15%

Scale A: 90-100% B: 80-89% C: 70-79% D: 60-69% F: <60%

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Make-up Policy

Regular attendance is essential for adequate performance and is required. Accommodations for documented university or medical excused absences will be made on a case-by-case basis. In situations where the student is aware of the absence in advance (athletic events, field trips, con- ferences, etc.), arrangements for completing required work either before or no later than seven (7) days after the absence must be made prior to the absence. Please note that giving the instructor the excused absence form does not fulfill the student’s responsibility. The student much arrange for make up of each missed assignment individually with the instructor. Since several in-class learning exercises will be dropped it is possible to miss one with no grade penalty. Therefore, no make-up in-class learning exercises will be provided.

Late Assignments

Assignments that are not submitted before the specified time will be considered late. Exams must be turned in at the end of the class and in-class learning exercises must be turned in when the instructor requests them. No late exam or in-class learning exercises will be accepted and the student will receive a grade of zero for the assignment. There will be a 10% deduction for each day late for assignments other than exams, in-class learning exercises, or online homework. Online homework will have a 2% deduction for each hour late. ”Technological difficulties” such as last minute computer failure or inability to access the internet are not acceptable excuses.

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Course Timeline

This timeline is tentative and subject to change. Changes will be announced in class and posted to the forum on Moodle. Students should read the indicated sections of the text before lecture.

Date Topic Text 1/14 Orbitals, Bonding, MO Theory 1.1-1.8 1/16 Bonding in Simple Molecules, Hybridization, Shape, Polarity 1.9-1.16 1/21 -Base Reactions and Factors that affect pKa 2.1-2.7 1/23 Delocalization and Effects on pKa 2.8-2.12 1/28 and Nomenclature, Intro to 13C NMR 3.1-3.3 1/30 Simple Substituted Alkanes 3.4-3.10 2/4 Cyclohexane Conformers 3.11-3.16 2/6 Exam I 2/11 Enantiomers/Optical Activity 4.1-4.8 2/13 Diastereomers, Meso Compounds, and Other Isomers 4.12-4.18 2/18 Thermodynamics and Kinetics 5.6-5.14 2/20 SN 2 Reactions 9.1-9.2 2/25 SN 1 Reactions 9.3-9.5 2/27 Elimination Reactions 9.6-9.11 3/3 Factors Affecting SN and E Reactions 9.12-9.17 3/5 Exam II 3/10 NO CLASS - SPRING BREAK 3/12 NO CLASS - SPRING BREAK 3/17 , Nomenclature and Reactivity 5.1-5.5 3/19 Simple Addition Reactions of Alkenes 6.1-6.6 3/24 Carbocation Rearrangements 6.7 3/26 Complex Addition Reactions of Alkenes Part 1 6.8-6.16 3/31 Complex Addition Reactions of Alkenes Part 2 6.8-6.16 4/2 Alkynes, Alkyne Nomenclature and Reactivity 7.1-7.12 4/7 Delocalized Systems 8.1-8.9 4/9 Reactions of Delocalized Systems 8.10-8.16 4/14 Exam III 4/16 Undergraduate Research Day 4/21 Reactions of O, N, and S-Containing Functional Groups 10.1-10.12 4/23 Organometallic Compounds 11.1-11.5 4/28 Radicals and Halogenation of Alkanes 12.1-12.6 4/30 Radical Reactions 12.7-12.12 5/7 Final Exam 11:30-1:45

Unavoidable changes to the schedule may occur. Notice will be given as soon as possible and alternate assignments will be provided if the changes result in class cancellation.

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Policies and Information

Safety

All appropriate safety guidelines will be adhered to strictly. Safety goggles must be worn at all times in the laboratory. In addition, the student must dress appropriately. Shoes that entirely cover your feet and clothing that entirely covers your torso and legs must be worn. Shoes with high heels, shorts, dresses/skirts, and long, flowing clothing will not be permitted in the lab. No exceptions will be permitted. Consult with the instructor if you have any questions. Students who do not follow safety instructions may have points deducted, be asked to leave without the possibility of make up or be dropped from the course.

Electronic Device Policy

Use of cell phones for non-class functions during class is disruptive and is not permitted. Students may use laptop or tablet computers to take notes during class. This privilege may be suspended at any time if it becomes disruptive to the class. During examinations, all electronic devices ex- cept non-programmable calculators must be inaccessible. Anyone with an accessible cell phone or other non-approved electronic device during exams will be assumed to be engaging in aca- demic dishonesty, even if the device is not used. During exams, cell phones must be in silent mode and placed on the table at the front of the room. See the Academic Dishonesty section for consequences.

Recording Policy

Audio recording of lectures is permitted as long as it does not disrupt the class. Video recording is not permitted.

Accessibility/Accommodations

Concord University is committed to responding to the needs of students with disabilities as de- fined by the Americans with Disabilities Act. Please inform your instructor at the beginning of the class semester if you have a disability and are requesting accommodations. It is your responsi- bility to self-disclose that you are requesting accommodations. The University and the instructor will provide you with a reasonable accommodation. You should register with CU’s Disability Ser- vices Office, located in the Athens campus Jean and Jerry Beasley Student Center, Bottom Floor, across from the Campus Post Office. The Disability Services Office phone is 304-384-6086 or you can email the Director, Nancy Ellison, at [email protected] for assistance.

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Academic Dishonesty

Academic dishonesty is morally unacceptable as well as destructive to the learning and teaching atmosphere. Academic dishonesty includes the giving or receiving of improper help on examina- tions or assignments, falsifying documents, and plagiarism (the act of stealing and using, as one’s own, the ideas or the expression of the ideas of another). Such dishonesty can lead to a variety of penalties — including but not limited to failure of assignment, failure of course, loss of institu- tional privileges, or dismissal from the University. (See University Catalog Academic Policies and Procedures section on Academic Dishonesty.)

The instructor has a zero tolerance policy for academic dishonesty. Students guilty of aca- demic dishonesty will receive and F for the course and dismissal from the University may be recommended.

Concord University Honor Code

A Concord University Honor Code was approved by students, staff, faculty, administration, and the CU Board of Governors. The Code states:

”As a member of the Concord University Community I will act with honesty and integrity in accor- dance with our fundamental principles and I will respect myself and others while challenging them to do the same.”

The Honor Code is intended to unite the Concord community behind a culture of honesty, integrity, and civility.

Your enrollment in this course signifies your agreement to abide by the CU Honor Code.

Class/Online Attendance Policy

Regular class attendance is part of a student’s academic obligation at Concord. Irregular atten- dance may affect academic performance adversely and is detrimental to the atmosphere of a class. (See University Catalog Academic Policies and Procedures section on Class Attendance.)

Emergency Alert System

In an effort to increase safety and security on our campus, Concord University encourages ev- eryone to register for instant text message alerts. Alerts will only be used for security and safety notices. All students, faculty, and staff are eligible to receive text message alerts on their cell phones or email alerts. Please go to Emergency Alert System to sign up for the Emergency Alert System or contact the IT Help Desk for further assistance (304-384-5291).

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Emergency Information

Emergency/courtesy telephones are located at the main entrance of each residence hall and at various other locations on campus. Emergency telephones can be identified by the flashing blue light and will provide the user with a direct link to Public Safety at the press of a button. To report an on-campus emergency, call 304-384-5357 or 911. The Office of Public Safety is located on the bottom floor of the Rahall Technology Center. For further emergency information go to Alert Systems

Inclement Weather Policy

As a general policy, the University will remain in normal operations during adverse weather con- ditions. In the event of severe weather conditions, the following may occur: • University Closure No students or employees are to report.

• Classes Cancelled Students do NOT report BUT employees are expected to report to work at their normal time.

• Operating on an Inclement Weather Delay Under this schedule, all 8 a.m. classes will start at 10 a.m. Students and faculty will follow the Inclement Weather Schedule. (See Athens/Beckley Inclement Weather Schedules.) *Announcements invoking the late schedule or other options referenced above are aired on area radio and television stations and are sent as text and email messages to those enrolled for this service.

Student Conduct

In classrooms, online, laboratories, and during any activities that are part of course requirements, students are expected to observe reasonable rules of conduct. Failure to follow safety rules in the laboratory will lead to instructor dismissal from the course.

Academic Resources

The Center for Academic and Career Development is ready to assist any student with academic or personal concerns, tutoring, study skills, time management, major and career exploration, and much more. The Center for Academic and Career Development is located in Suite 243 (Atrium) of the Rahall Technology Center. Students can stop by the CACD Monday through Friday, 8:00 am until 4:00 or by appointment. The CACD may be reached by calling (304) 384-6074, (304) 384-6298, or [email protected]. Website: Center for Academic and Career Development The drop-in tutoring schedule is posted online: Drop-in Tutoring. Additional academic resources are available online and on-demand. See Success Resources for a list of these resources.

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Mental Health Resources

Concord University recognizes that being a student can be stressful at times for a number of reasons some of which may be related to the challenge of balancing your role as a student with other facets in your life. There are a number of resources to help you cope if you find that you are overwhelmed. The first is the CU Counseling Center which is located on the third floor of the Jerry and Jean Beasley Student Center on the Athens Campus. The center is staffed by a licensed mental health professional, graduate students, and student employees. Appointments are available Mon-Fri from 9:00 AM – 4:00 PM. Appointments at the Erma Byrd Higher Education Center in Beckley may be made by arrangement. Students may call the counseling center at 304- 384-5290 or make their own appointment through the electronic scheduling system which may be found on Counseling Center section of the Student Services tab on CU’s main page. Counseling services are free of charge. Other resources available are Student Support Services and the Academic Success Center on the Athens campus.

Sexual Harassment & Assault

Federal law, Title IX, and Concord University policy prohibits discrimination, harassment, and vi- olence based on sex and gender (Including sexual harassment, sexual assault, domestic/dating violence, stalking, sexual exploitation, and retaliation). If you or someone you know has been ha- rassed or assaulted, you can receive confidential counseling support through the Concord Univer- sity Counseling Center (304-384-5290). Alleged Violations can be reported non-confidentially to the Concord University Title IX Coordinator at 304-384-6327 or Title IX. Reports to Campus Secu- rity can be made at (304-384-5357). As an employee at Concord University, I am a mandatory reporter which means I must report any sexual misconduct I am made aware of. This includes verbal or written (such as in an assignment) disclosures of sexual harassment or sexual assault.

Technology Services

Contact the CU Help Desk at extension 5291 from campus or 304-384-5291 off campus. You can find additional information at Help Desk & Support.

Syllabus Disclaimer

”This syllabus is subject to change based on the needs of the class. Please check it regularly.”

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