CHEM 371 Subject to Change Posted August 25 th, 2015 Instructor: Rick Heldrich; office, 320 SSMB; phone, 953-5515; email, heldrichr@cofc.edu; cell phone, 843-817-2437 Instructor Schedule: M T W R F 11:30 12:30 Office Hours 12:15 1:30 CHEM 490 11:30 12:30 Office Hours variable 1 5 CHEM 371 1:40 4:40 CHEM 371 1 5 CHEM 371 2 5 CHEM 371 Office Hours: See above, also by appointment or by email. If I am not in the CHEM 371 laboratory room (SSMB 333) I will most likely be in my office or research lab (343 SSMB). Learning Objectives: Design and carry out experiments based on evaluation of primary literature Collect library resources (e.g. SciFinder, Web of Science, books, journals) to select information that aids experimental work Demonstrate proficiency with purification (e.g. recrystallize, distill, chromatograph) and characterization (e.g. NMR, IR, MS) of products Preparation of formal reports based on editorial guidelines from primary literature journals Appraise safety/reactivity hazards, identify appropriate techniques/procedures, and operate safely in a synthetic laboratory Write accurate records of experimental work Lab Safety: The departmental and SSM School wide safety policy will be followed. The risks in the chemical synthesis and characterization laboratory are much higher than in introductory organic chemistry labs. The chemicals are more hazardous, the techniques are more likely to cause harm if not performed properly and with caution. Even an experienced chemist can make mistakes, and mistakes in this lab can easily lead to serious situations. Lab coats, goggle and gloves are required at all times in the synthesis laboratory room. Students should carry current health insurance coverage identification cards with them at all times in the lab. Scientific Integrity: We will follow the department and College policies. Known or suspected violations must be reported immediately. Each student is to work independently and is responsible for her or his own results. At the same time, students are strongly encouraged to talk with each other about what they are doing, and to work collegially in the laboratory. It is expected that the submission of work that is to be credited to an individual for a grade in this course will include an acknowledgements section in which the author identifies individuals from whom substantive assistance was received, and the nature of that assistance. Attendance: You should expect to spend a minimum of 7 hours a week in the classroom or laboratory. The laboratory room will normally be open for conducting experiments Monday through Thursday afternoon (1-5 pm MW, 1:40-4:40 T, 2-5 pm TR). The laboratory may be open on some Friday afternoons (1-4 pm), as announced by the instructor. Students get priority access to the laboratory during their scheduled laboratory time. No wet chemistry laboratory work related to this course is allowed after 6:00 pm or on the weekends. Even after being certified to use instrumentation, no use of instrumentation is allowed for this course unless a faculty or staff member who is willing and able to troubleshoot is in SSMB while the instrument is being used. Page 1 of 6
Course Assignments: (NOTE: Subject to Changed) Assignments Description Due Date Check In: Safety, Policy, Orientation Assignment I: Instrumentation Use Certification for MS, FT-IR, and NMR Sept 11 th, 4 pm Assignment II: Library Resources Certification Sept 18 th, 4 pm Assignment III: Unknown Report Sept. 25 th, 4 pm Assignment IV: Project I Report WR Section: Oct. 23 rd, 4 pm MT Section: Oct. 30 th, 4 pm Assignment V: Project II Report Dec. 8 th, 4pm Check Out: WR Section: Dec. 3 rd Final Exam MT Section: De. 7 th Dec. 14 th, noon Assignments are due on the dates indicated above. The Final Exam is optional. If taken, it will be used to replace the lowest grade received for any one of the graded assignments (II-V). Any assignment not submitted will count as 0 but will not count as a graded assignment that can be replaced by the final exam grade. If the final exam grade is lower than the report grade, then it will not be used in calculation of the course average. Formal Reports: Reports for assignments III, IV and V must be in the format and style of a Note that might be submitted to the Journal of Organic Chemistry. The formal reports will be evaluated and the author will be given comments and justification for the evaluation received. For the first formal report (Assignment III) the author must consider the comments and then resubmit the formal report for a second grade. The ultimate grade for the 1 st assignment will be the average of the two grades received for the report. If a report is not resubmitted before the announced deadline, then a grade 20 points lower than the initial grade will automatically be assigned as the re-grade evaluation. For the second formal report (Assignment IV) the author will be given told if the report is acceptable or unacceptable. If unacceptable, the report will not be graded, but comments will be returned to the author. If resubmitted, a grade will be assigned on the resubmitted work, but that grade can be no better than 80. If acceptable, the report will be given a grade and the author will receive comments about the report. The report then may be resubmitted for a second evaluation, where the ultimate report grade will again be the average of the two grades. However, the report need not be resubmitted if the author is satisfied with the initial grade received. For the third and final formal report, there are no resubmissions. As an addendum to the supporting information section of all formal reports, the author must include photocopies or electronic images of relevant notebook pages. The relevant notebook pages would be the table of contents of the notebook and the notebook pages were experimental data relevant to the report are recorded. All references in formal reports are to compiled and reported using EndNote, the web-based version of which is obtained using Web of Science. Page 2 of 6
Grade Policy: Assignment I (Instrument Certification) is pass - fail only. If failed, then the course grade will be F or W. If passed, the course grade will be determined by your performance on 4 reports (Library Report, Unknown Report, Project I Report and Project II Report) each of which will constitute 22.5% of the course grade; and Student Deportment, and the Notebook Grade will each contribute 5% to the final course grade. Virtual Lab Breakage Fee: At the start of the semester each student has a Virtual Breakage Credit (VBC) of 200 points. Each item broken or lost during the semester will count as a deduction from a student s VBC equal to 1/2 of the list price of the broken or missing item, up to a maximum deduction per item of no more than 25 points. Any balance of VBC points accumulated by a student during the semester that is less than 25 points in credit will result in a deduction to the student s deportment grade for the course. Notebook: Each student is required to keep a written laboratory notebook. The written notebook must be a permanently bound composition style book, where all pages are numbered (first to last) and the first five pages are reserved for a Table of Contents. The Table of Contents must be updated regularly. The written notebook must be written in ball point pen. The student must record date and time stamps associated with each entry in the style as described during the Check In. The written notebook must be turned in to the instructor as part of the final report and is subject to random inspection and evaluation throughout the entire semester. Deportment: Acceptable student deportment requires regular attendance, safe conduct, awareness of safety concerns, and adequate preparation before conducting laboratory work. Students will begin with a Deportment grade of 100, and deductions from that will be based on the end of semester VBC points and any daily deductions posted on OAKS for each student by the instructor. The Deportment grade can be a negative value. You are responsible for cleaning up all the glassware you use on the day that you use it. You are responsible for keeping your hood, which may be shared by another student in a different section, neat and clean. Laboratory Clean Up & Readiness: Students will be assigned the duty of conducting a Laboratory Clean & Readiness report by inspecting the lab, correcting problems that can be corrected and making note of concerns that need to be corrected by others. The students conducting the report must be the last students to leave the laboratory on the day the report is made. OAKS: Course materials and grades will be posted on OAKS. Availability of Chemicals, Glassware, and Supplies: Students are not allowed to bring in chemicals, glassware or supplies from other laboratory rooms (teaching labs or research labs) into the Chemical Synthesis and Characterization laboratory room without explicit permission of the instructor. Chemicals, glassware and supplies from the CHEM 371 laboratory may not be taken out of the CHEM 371 laboratory rooms without explicit permission of the instructor. When something is missing or supply is running low, inform the instructor. Text Information: There are two required text for this course. 1. Structure Determination of Organic Compounds, Erno Pretsch, Philippe Buhlmann, Martin Badertscher, 4e, Springer (2009). Softcover (ISBN 978-3-540-93809-5) or ebook (ISBN 978-3-540-93810-1). Page 3 of 6
2. Elements of Style, Strunk & White, any edition, but 3 rd or higher is recommended. Used copies can be purchased on line for less than $1. In addition, there are several excellent reference texts for this course that will be put in overnight reserve in the College s library. There are other excellent texts in the library on the shelves and as e- texts that you can access as well. On Spectroscopic Interpretation: Understanding mass spectra, QD96.M3.S65, 1999 Infrared spectral interpretation, QD96.I5.S583, 1999 Organic structure analysis, QD 272.S6.C74, 2010 Organic structures from spectra, QD 272.S6.S74, 2008 Spectrometric identification of organic compounds, QD 272.S6.S55, 1991 On Reporting: The ACS Style Guide, QD 8.5.A25, 2006 Write like a chemist, QD9.15.W75, 2008 On Laboratory Skills: Practical organic synthesis, QD 257.7.K4313, 2007 The synthetic organic chemist companion, QD 262.P574, 2007 Vogel s textbook of practical organic chemistry, QD 261.V63, 1989 Hopefully, you also still have copies of your introductory organic chemistry texts from both lecture and laboratory. They contain preliminary information needed for success in this course. Internet Resources: You should make liberal use of the internet to locate useful public access sites that might be helpful for this course. As you discover other useful sites, please share them. Webspectra, UCLA for interpretation of spectral data: chem.ucla.edu/~webspectra/ Not Voodoo, chem.chem.rochester.edu/~nvd/ Organic resources worldwide: organicworldwide.net/ Dr. Reich s site: www.chem.wisc.edu/areas/organic/index-chem.htm MIT course materials: ocw.mit.edu/courses/chemistry/ Acorn NMR: acornnmr.com Licensed Software & Website Resources: Scifinder Scholar (for literature searches) Web of Science (for literature searches) EndNote (for compiling and reporting literature references) ACS Journals (for access to and search of ACS journals) Science Direct (for access to and search of Elsivier journals) Mestrenova (for NMR FID and GCMS processing and printing) ChemBioDraw (to draw structures & glassware, name, predict spectra, molecular model) Page 4 of 6
Schedule: (Subject to change.) M T W R F S S 25 26 27 28 29 30 August Check In & IC Safety, Policy, Orientation, IC, Flash Intro Check In & IC 31 1 2 3 4 5 6 Safety, Policy, Orientation, IC, Flash Intro Unknown Spectroscopy Basics Unknown 7 8 9 10 11 12 13 September Spectroscopy Basics Unknown Unknown Unknown IC by 4 pm 14 15 16 17 18 19 20 Unknown Unknown Unknown Unknown LR by 4 pm 21 22 23 24 25 26 27 Unknown Unknown Project 1 Project 1 UR Report Due * 28 29 30 1 2 3 4 Project 1 Project 1 Project 1 Project 1 5 6 7 8 9 10 11 October Project 1 Project 1 Project 1 Project 1 SD 12 13 14 15 16 17 18 Project 1 Project 1 Project 1 Project 1 19 20 21 22 23 24 25 Fall Break Fall Break Project 2 Project 2 WR P1R Due 4 pm 26 27 28 29 30 31 1 Project 1 Project 1 Project 2 Project 2 MT P1R Due 4 pm 2 3 4 5 6 7 8 November Project 2 Project 2 Project 2 Project 2 9 10 11 12 13 14 15 Project 2 Project 2 Project 2 Project 2 16 17 18 19 20 21 22 Project 2 Project 2 Project 2 Project 2 23 24 25 26 27 28 29 Project 2 Project 2 Thanksgiving Break Thanksgiving Break Thanksgiving Break 30 1 2 3 4 5 6 Project 2 Project 2 Project 2 WR Check Out 7 8 9 10 11 12 13 December MT Check Out 14 Exam noon 3 pm P2R Due 4 pm IC *UR is due on September 25 th, but will not be LATE if submitted before 8 am on September 28 th, 2015. All other reports are LATE (-10%) if not submitted electronically by the due date. No report will be accepted 48 hours after the due date (i.e. before 4 pm Sunday for a 4 pm Friday due date is last accepted submission time.) Resubmitted reports MUST be submitted within the stated deadline in order to be graded. Page 5 of 6
College of Charleston Honor Code and Academic Integrity: Lying, cheating, attempted cheating, and plagiarism are violations of our Honor Code that, when identified, are investigated. Each incident will be examined to determine the degree of deception involved. Incidents where the instructor determines the student s actions are related more to a misunderstanding will handled by the instructor. A written intervention designed to help prevent the student from repeating the error will be given to the student. The intervention, submitted by form and signed both by the instructor and the student, will be forwarded to the Dean of Students and placed in the student s file. Cases of suspected academic dishonesty will be reported directly by the instructor and/or others having knowledge of the incident to the Dean of Students. A student found responsible by the Honor Board for academic dishonesty will receive a XF in the course, indicating failure of the course due to academic dishonesty. This grade will appear on the student s transcript for two years after which the student may petition for the X to be expunged. The F is permanent. The student may also be placed on disciplinary probation, suspended (temporary removal) or expelled (permanent removal) from the College by the Honor Board. Students should be aware that unauthorized collaboration--working together without permission-- is a form of cheating. Unless the instructor specifies that students can work together on an assignment, quiz and/or test, no collaboration during the completion of the assignment is permitted. Other forms of cheating include possessing or using an unauthorized study aid (which could include accessing information via a cell phone or computer), copying from others exams, fabricating data, and giving unauthorized assistance. Research conducted and/or papers written for other classes cannot be used in whole or in part for any assignment in this class without obtaining prior permission from the instructor. Students can find the complete Honor Code and all related processes in the Student Handbook at http://studentaffairs.cofc.edu/honor-system/studenthandbook/index.php Page 6 of 6