Download CH303 Spectroscopic Identification of Organic Compounds

CH303 Spectroscopic Identification of Organic Compounds In this course, the students are expected to develop • an understanding of the important spectroscopic techniques used in chemistry • an ability to determine the structure of chemical compounds from the mass, IR, and NMR spectra. Instructor: Dr. Dmitri G. Goussev Homepage: http://www.wlu.ca/homepage.php?grp_id=366&ct_id=261&f_id=1 (alternatively go to www.wlu.ca and type goussev in the internal ‘search’ field, click on first hit then select CH226 from the menu on the left side of the window). Office hours: 10:30 – 11:20 am (M, W, F), 1:30 – 2:30 pm (M, W) or by appointment. Marking: Midterm (35%) (March 2), Final examination (45%), Assignment 1 (10%, due March 2), Assignment 2 (10%, due April 2). Textbook: R. M. Silverstein, F. X. Webster Spectrometric Identification of Organic Compounds.‐7th ed., Wiley &Sons, Inc. 2005. Course outline 1. Introduction. The spectroscopic approach to structure. Contribution of different forms of spectroscopy (NMR, IR, MS). 2. Nuclear Magnetic Resonance (NMR) Spectroscopy. Principles of NMR. Instrumentation and sample handling. Routine proton magnetic resonance (1H NMR): Chemical shift. Spin coupling. Some common spin systems. Index of hydrogen deficiency. Chemical exchange. NOE difference spectroscopy. Hetero‐
nuclear NMR. Relaxation and NOE in 13C NMR. 13C NMR spectra editing (J‐modulation, DEPT). Chemical classes and 13C chemical shifts. Other important spins. 2D NMR: COSY, HETCOR. 3. Infrared Spectroscopy. Introduction and theory: Atomic vibrations and symmetry. Coupled interactions. Instrumentation: FT IR spectrometer. Sample handling. Interpretation of spectra – structural analysis: alkanes, alkenes, alkynes, aromatic hydrocarbons, alcohols (hydrogen bonding), ethers, ketones, aldehydes, carboxylic acids, esters, amines and amides, halogen compounds. 4. Mass Spectrometry. Introduction: Scope and applications. Ionization techniques. The mass spectrum: resolution, molecular ion, and isotope peaks. Fragmentation and rearrangements in EI mass spectra. Mass spectra of some chemical classes: hydrocarbons, alcohols, ethers, ketones, aldehydes, carboxylic acids, esters, amines and amides, sulfur compounds, halogen compounds, heteroaromatic compounds. Natural products. (The above list of sections is not detailed and intended only to show the major structure of the course) Important Dates:
January 3
Winter semester lectures begin
February 20
Family Day, university observed holiday
February 20 – 24
Reading Week
March 2
Midterm Test
April 2
Winter semester lectures end
Drop Dates 2011/2012:
September 18:
September 25:
November 7:
January 9:
January 16:
March 5:
final day to cancel Fall term and Fall/Winter session registration with no tuition charge (cancellation fee applies).
final day to drop 12-week and Fall/Winter course(s) or withdraw at 10% tuition charge
Final day to drop course(s) or withdraw from 12-week course(s) without failure and for possible tuition
adjustment (tuition charge assessed at 55% of course rate)
final day to cancel Winter term registration with no tuition charge (cancellation fee applies).
Final day to drop 12-week winter term course(s) or withdraw at 10 percent tuition charge (tuition charge
assessed at 10% of course rate)
Final day to drop course(s) or withdraw from two-term or 12-week winter term course(s) without failure and for
possible tuition adjustment (tuition charge assessed at 55% of course rate)
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examination deferment, consult the University calendar.
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