University of Delaware       Department of Civil & Environmental Engineering       Spring 2007

CIEG 833: Fate of Organic Pollutants in the Environment (3 credits)



OBJECTIVE:
To understand and predict, based on molecular structure, the partitioning, speciation, and abiotic and microbial transformation of organic compounds in environmental systems.  At the end of the semester, students are expected to apply the concepts learned to predict properties and environmental behavior of organic pollutants.
 

FORMAT:
This course is mostly lecture-based, but will also include mini-discussion sessions.  Because we only meet once a week and because the amount of material to cover is large, students are expected to complete the assigned readings before coming to class.  Each week we will discuss a specific property/process of organic compounds, with particular emphasis on the underlying principles involved.
 

CONTENTS:
The textbook consists of three main parts: partitioning, transformation, and transport.  This course will cover the first two parts only.  The first half of the course will focus on the molecular properties that govern the equilibrium partitioning of organic compounds among different phases.  The second half will deal with organic transformation reactions and the environmental agents that mediate these reactions.  We will not discuss transport of organic contaminants or the case studies in the textbook.

PREREQUISITES:
CIEG632, CIEG634, CIEG636, and preferably at least one semester each of organic chemistry and physical chemistry (thermodynamics and kinetics).
 

TIME / PLACE:
Monday, 5:20 - 8:00 p.m., DuPont 302 (moved from Colburn 104).
 

INSTRUCTOR:
Pei Chiu, 344B DuPont Hall, 831-3104, pei@ce.udel.edu.
 

OFFICE HOURS:
Wednesday 1:30 p.m. - 3:00 p.m.   You can also make appointments with me by phone or email, or simply stop by my office.
 

TEXTBOOK:
"Environmental Organic Chemistry" *2nd Ed., Schwarzenbach, R. P., Gschwend, P. M., and Imboden, D. M., Wiley, 2002.

*Using the first edition is discouraged, because the second edition contains a significant amount of material that's not in the first edition.
 

REFERENCES:
(1) Larson, R. A. & Weber, E. J. "Reaction Mechanisms in Environmental Organic Chemistry", Lewis, 1994.
(2) Brezonik, P. L. "Chemical Kinetics and Process Dynamics in Aquatic Systems", Lewis, 1994.
 

REQUIREMENTS: (200 points total)

1. Mid-Term Exam (60 points)

A mid-term exam will be held in class around spring break and will cover all the materials discussed in Parts I and II (i.e., partitioning).  The time and location of the exam will be announced later.
 

2. Final Exam (80 points)

The time and place for the final exam will be as scheduled by the university.  The exam will be cumulative, although Part III (i.e., transformation) will carry more weight.

3. Critical Reviews (60 points = 30 points x 2)

You will critically review two assigned research papers, one on partitioning and ther other on transformation.  Each review is expected to be not merely a summary of the paper but rather a critical analysis of the study, including the rationale based on which the study was conducted, the hypothesis(es) the author(s) set out to test, the experimental or modeling approach taken, the quality of the data and data analysis, the validity of the conclusions, and the implications and significance of the work.  It may be helpful to think about these questions: Would you have taken a different approach and why/how?  Would you interpret the data differently?  Is there an alternative or competing theory out there and, if so, does the study address this satisfactorily and convincingly?

Your critical reviews should be between 10 and 15 pages, excluding cover page, references, and appendix.  The cover page shall include title of the article, course number, your name, and all the other basic information.  Use 12-point Times or Times New Roman font, double space, and 1-inch margins for all sides.  Number all pages except the cover page.  Use the Author-and-Year style for references (for example, see Applied and Environmental Microbiology).  Include references wherever necessary, unless it is your own original contribution.  Both critical reviews are due on Monday, May 14 by 5:00 p.m.  Late Policy applies (below).

Note - and this is important - that although most of you have written papers and reports before, I still strongly encourage you to review the Academic Dishonesty section of the Code of Conduct before you start writing.

ATTENDANCE:
Attendance is not mandatory, and no points will be deducted due to absence.  However, absence is not an acceptable reason for late assignments.
 

LATE POLICY:
A late assignment (critical review) will lose 6 points per school day and will not be accepted or graded after one week.
 

GRADING: Total number of points = 200.  You will need 120 points to pass.

If the total number of points you earn is greater than or equal to
170 points, you will receive an A
160 points, you will receive an A-
150 points, you will receive a B+
140 points, you will receive a B
130 points, you will receive a B-
120 points, you will receive a C
 

TENTATIVE SCHEDULE and READING ASSIGNMENTS (to be completed BEFORE class):

02/05   Scope, objectives, and house-keeping details.
           Overview of organic chemicals in environments.  Review of basic organic chemistry.
           Reading Assignment: Chapters 1 and 2.

02/12   Principles of Organic Partitioning: Molecular interactions and thermodynamics.
           Reading Assignment: Chapter 3.

02/19   Vapor pressures, activity coefficients, and water solubility of organic compounds.
           Reading Assignment: Chapters 4 and 5.

02/26   Partitioning: air—water, air—organic solvent, and organic solvent—water.
           Reading Assignment: Chapters 6 and 7.

03/05   Organic acids and bases.
           Reading Assignment: Chapter 8.

03/12   Sorption of organic solutes to natural organic matter.
           Reading Assignment: Chapter 9.

03/19   Partitioning of organic solutes into living organisms.
          
(*I may try to arrange a guest lecture by professor Di Toro, who is an expert on this topic).
           Reading Assignment: Chapter 10.

03/26   Spring break.  No class.

04/02   Thermodynamics and kinetics of transformation.  Sorption of nitroaromatics to inorganic surfaces.
           Reading Assignment: Chapter 12 and Section 11.3.

04/09   Non-redox reactions: nucleophilic substitution and elimination.
           Reading Assignment: Chapter 13.

04/16   Abiotic oxidation-reduction (redox) reactions.
           Reading Assignment: Chapter 14.

04/23   Microbial and enzymatic tranformation.
           Reading Assignment: Chapter 17.

04/30   Direct photolysis.
           Reading Assignment: Chapter 15.

05/07   Indirect photolysis.
           Reading Assignment: Chapter 16.

05/14   Review and Q/A.  Concluding remarks and feedback.  Course evaluation.  Critical reviews due by 5 p.m.


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