Identification of Organic Compounds CHEM 4420-01 Fall 2007 Prereq.: CHEM 3362 Advanced study of common spectrometric techniques for identifying organic compounds. Emphasis on interpretation of data obtained from Infrared Spectroscopy (IR), Mass Spectrometry and Nuclear Magnetic Resonance (NMR), including two-dimensional NMR. Professor: Office Hours: Email: IM: Kevin P. Gwaltney, Ph.D. (aka Dr.G) By appointment (phone, email, after class) kgwaltne@kennesaw.edu MoonshadowG (AIM, MSN, Yahoo!) Phone: Office: 770-423-6504 SC 421 Texts: Spectrometric Identification of Organic Compounds, 7th ed. Silverstein, Webster, Kiemle (required) Structure Determination of Organic Compounds : Tables of Spectral Data, 3rd ed. Pretsch, E., Bühlmann, P., Affolter (recommended) 9:30 a.m. – 10:45 a.m. Lecture: T R (T TH) Absences: Student is responsible for all information and assignments from each lecture. EARLY OR LATE EXAMS WILL NOT BE ALLOWED. A drop is provided if a student is late or absent from one exam due to unavoidable circumstances. Exams begin at 9:30 a.m. and must be completed within time listed. Exams: 1 2 3 Final Presentation: Present (15 min.) the interpretation of spectral data from the experimental section(s) of Journal of Organic Chemistry article(s). Article(s) must be approved by Dr. Gwaltney (first come, first serve) by November 1, 2007. Once approved, each student must post article reference(s) on Vista in JACS format. Presentations must be produced using PowerPoint® and must include interpretation for more than one molecule. An outline of the presentation must be submitted by November 8, 2007, a draft must be submitted by November 15, 2007, and the final PowerPoint slides must be submitted by November 27, 2007. Be prepared to answer questions and discuss your interpretation. Presentations will be on November 27 and 29, and December 4. More details to follow. Grading: Practice and Assignments Exams Presentation Final Exam Total Thursday Thursday Tuesday Tuesday SC 212 September 27 October 25 November 20 December 11 100 200*** 50 50 400 pts. 1 hour 10 minutes 1 hour 10 minutes 1 hour 10 minutes 1 hour 50 minutes *** One (1) Lowest Exam will be dropped. Points: 400 to 358 Grade: A 357.5 to 318 B 317.5 to 278 C 277.5 to 238 D 238 > F Ranges may be widened based on class performance. Integrity: Every KSU student is responsible for upholding the provisions of the Student Code of Conduct, as published in the Undergraduate Catalog. Section II of the Student Code of Conduct addresses the University’s policy on academic honesty, including provisions regarding plagiarism and cheating, unauthorized access to University materials, misrepresentation / falsification of University records or academic work, malicious removal, retention, or destruction of library materials, malicious / intentional misuse of computer facilities and / or services, and misuse of student identification cards. Incidents of alleged academic misconduct will be handled through the established procedures of the University Judiciary Program, which includes either an “informal” resolution by a faculty member, resulting in a grade adjustment, or a formal hearing procedure, which may subject a student to the Code of Conduct’s minimum one semester suspension requirement. Suspicious behavior can get you in trouble. Keep your eyes on your own paper and prevent students from seeing your paper during Exams. Nonmedical electronic devices may not be used during an exam. Withdrawal: "W" grades on your transcript are a negative factor in evaluating your academic performance. Some professional schools go through a transcript and substitute "F" for every "W" and recalculate the GPA. For anyone serious about a professional or graduate school of any kind, I would recommend that your transcript should show no more than 4 "W" grades. Even if you have only 4 "W's" when you graduate, you should have an excellent reason for each one of them (sickness, death in the family, etc.). Please take your academic experience very seriously, and have a frank discussion with an advisor about your strengths and weaknesses so that you devote your precious time and energy to pursuits best suited to you. I will do what I can to help you all, but you have to do your part. Learning Outcomes: Recognize and discuss emerging technologies. Advance the student’s knowledge in a specialized area of Chemistry. Integrate and evaluate knowledge gained in required Chemistry courses . Proficient use of a variety of databases, including Chemical Abstracts, MSDS sites, and other search engines. Interpret and critique the recent literature in the specialized area of Chemistry. Effectively communicate, in writing and presentation(s), and defend analysis of a problem or article in the specialized area of Chemistry thereby displaying a greater comprehension of Chemistry. Tentative Schedule Sections Date(s) 3.1-3.3 3.4 3.5-3.6 8/16 - 8/28 8/30 - 9/6 9/11, 9/13 3.8, 3.10-3.14, 3.7, 3.9 3.15-3.16 9/18, 9/20 9/25 Proton Magnetic Resonance Spectrometry (1H NMR) Introduction, Instrumentation Chemical Shift Integration, Splitting 1H NMR continued Equivalence, Coupling Other, Summary, Practice Exam 1 9/27 Carbon-13 NMR Spectrometry (13C NMR) Sample Preparation, Broad-Band Decoupled Spectra, Chemical Shift, DEPT, APT, etc. 4 10/2 - 10/9 Infrared Spectroscopy (IR) IR Absorption, Instrumentation, Sample Preparation, Functional Groups, etc. 2 10/11, 10/16 Mass Spectrometry (MS) Instrumentation, Sample Preparation, Ionization: EI, CI, FD, FAB, ESI, MALDI, Molecular Formula Determination, Fragmentation, Spectra by Chemical Class, etc. 1 10/18, 10/23 Exam 2 10/25 Article(s) Submitted for Review 11/1 Presentation Outline Submitted for Grading 11/8 Correlation NMR Spectrometry (2D NMR) 1H-1H COSY, 1H-13C COSY: HETCOR, 13C-13C: INADEQUATE, etc. 5 PowerPoint Slides Submitted for Grading NMR Spectrometry of Other Important Spin ½ Nuclei 15N, 19F, 29Si, 31P 10/30 - 11/13 11/15 6 11/15 Exam 3 11/20 Final PowerPoint Slides Submitted for Grading 11/27 Presentations Final Exam 11/27 - 12/4 12/11