Chemistry 2423, Organic Chemistry I
Section 01
2005 Fall Semester
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INSTRUCTOR: |
Dr. Kenneth A. French |
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OFFICE HOURS: |
MTWRF 8-9 a.m.& 4-5 p.m.
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OFFICE: |
Office 14A Classroom Bldg. |
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TELEPHONE: |
979(830) 4200 |
My e-mail address is: kfrench@blinn.edu
Catalog Description of the Course: A course designed to give a comprehensive survey of aliphatic and aromatic chemistry with special emphasis on structure, related reaction mechanisms, ir spectroscopy and gas chromatography. Three class hours and three laboratory hours per week. Credit: Four semester hours.
Prerequisites: Chemistry 1411 and 1412 with a grades of C or better.
Core Curriculum Course This is a Core Course in the 42-Hour Core of Blinn College. As such, students will develop proficiency in the appropriate Intellectual Competencies, Exemplary Educational Objectives, and Perspectives. This is the URL for the Blinn College Core Curriculum web site. www.blinn.edu/corecurriculum
Course Objectives and Student Learning Outcomes
Upon completion of the course, the student will have an overall average of ≥60% of the combined lecture and laboratory components of the course. This includes at least 4 major exams and chapter/weekly quizzes given at the discretion of the Instructor. In the laboratory the student will successfully complete the experiments with the accompanying reports. The student will demonstrate in the laboratory an understanding of the experiment through analysis of the data and being able to use this data to solve problems and predict the outcome of similar reactions and/or experiments.
These learning outcomes will include the student showing competence in the course objectives that are listed below: The course objectives are:
From Lecture:
1. Review topics from general chemistry important to the study of organic chemistry
(structure of atoms and molecules, acid-base chemistry).
2. Understand the rules of naming organic compounds.
3. Learn how alkenes react, predict products of reactions, and how to express mechanisms through the
use of curved arrows showing electron movement.
4. Learn about the different kinds of isomers possible for organic compounds, and study reactions in
the context of isomers produced.
5. Learn how alkynes react, and introduce techniques used to design syntheses of organic compounds.
6. Study delocalized electrons and resonance and how they effect acidity, stability, and reactions.
7. Learn about the reactions of dienes.
8. Learn how alkanes react under extreme conditions.
9. Discuss the substitution reactions of alkyl halides.
10. Discuss the elimination reactions of alkyl halides, as well as factors that determine whether a
given alkyl halide undergoes substitution, elimination or both.
11. Learn about the three instrumental techniques that chemists use to identify compounds: mass
spectrometry, infrared spectroscopy, and ultraviolet/visible spectroscopy.
12. Examine the structural features that cause a compound to be aromatic, and look at the reactions
that benzene undergoes.
13. Learn about the reactions of substituted benzenes, and design syntheses of compounds containing
benzene rings.
From Lab:
1. Demonstrate familiarity with the fundamentals of laboratory safety.
2. Learn how to keep a laboratory notebook with required data and calculations.
3. to organic laboratory equipment.
4. Become proficient at organic laboratory techniques, such as extraction, crystallization,
chromatography, melting point determination, and distillation.
5. Using computer software, perform molecular modeling and use molecular mechanics to predict
geometry, stability, and reactivity.
6. Synthesize a variety of materials, including these: ester, amide, alkyl halide, alkene, aromatic
compound.
7. Use spectroscopic techniques to identify knowns and unknowns.
Textbook: Organic Chemistry, 6th Edition, John McMurry, Brooks/Cole
Publishing Company (Wadsworth), Belmont, CA 94002 (2004).
Study Guide & Solutions Manual for Organic Chemistry, 6th Edition, Susan McMurry, Brooks/Cole Publishing Company (2004). This manual is an optional supplement.
Laboratory Manual: Introduction to Organic Laboratory Techniques, Third
Edition, Donald L. Pavia, Gary M. Lampman and George S. Kriz, Saunders College Publishing, New York (1988). See Instructor.
Required Supplies: A scientific calculator such as a TI 35 (about $20). A hard cover lab notebook with lined pages will be needed also.
Proposed Course Outline
Chapter/
Week Lecture Topic Experiments/Exams/Report
1 Orientation/Pretest/Intro. Lecture continued/Lab Orientation
Review of Structure & Bonding Check Into Laboratory
2 Correlate Bonding to Properties Prepn. of an Amide: Acetanilide
1/4 scale in Lab Manual.
Semimicro Scale.
3 Alkanes and Cycloalkanes Exam #1 Thursday
4 Introduction to Stereochemistry Ester Synthesis: Aspirin
5 Organic Reactions Catch Up Day/Use of Internet
6 Alkenes: Structure & Reactivity Exam #2 Thursday
7 Alkenes: Reactions & Synthesis Gas Chromatography Handout
8 Alkynes Microscale Synthesis of Banana Oil
9 Stereochemistry of Chiral Compounds Exam #3 Thursday
10 Alkyl Halides TLC of Dyes & Medicinals
11 Eliminations & Nucleophilic Cyclohexene Synthesis
Substitutions 1/3 Scale. Semi Micro
Library Report (Summaries of three topics) Due: Thursday
12 Infrared Spectroscopy Exam #4 Thursday
13 Review of Earlier Topics/Intro. to NMR NMR Problems Session
14 Dienes & Ultraviolet Spectroscopy Butyl Bromide: An Alkyl Halide
from an Alcohol
15 Benzene & Aromaticity/ EASR’s Intro. Review of EASR’s
16 Final Exam The 2nd date of two options
Civility Statement: Members of the Blinn College community, which includes faculty, staff and students, are expected to act honestly and responsibly in all aspects of campus life. Blinn College holds all members accountable for their actions and words. Therefore, all members should commit themselves to behave in a manner that recognizes personal respect and demonstrates concern for the personal dignity, rights, and freedoms of every member of the College community, including respect for College property and the physical and intellectual property of others.
Civility Notification Statement: If a student is asked to leave the classroom because of uncivil behavior, the student may not return to that class until he or she arranges a conference with the instructor; it is the student’s responsibility to arrange for this conference.
Supplemental Materials Available: Computer Software Programs are available in the Academic Computing Center on request. Extra credit may be earned by using these materials. Take your calculator, a note pad and pencil and your text. Team learning is encouraged. This could be the nucleus of a study group.
Other Course Requirements
Examinations: I plan to give three major exams during the semester as well as a final examination that is comprehensive. No exams are dropped.
Quizzes: We may have a quiz any time we meet for lecture. These will be based on the homework assigned. Homework may be collected on the next lecture day after it is assigned. It counts as a quiz which but is not dropped. I do encourage your questions in class prior to collecting the homework.
Prelaboratory Assignments and Lab Quizzes: These are due the same day the lab is to be performed. Late work will not be accepted. These will cover: 1) the balanced reaction, 2) the key techniques 3) safety considerations/cautions and 4) the essay to be read in the manual.
Laboratory Reports: These are due the next time we meet for lab. None
is dropped. Keep a carbon copy in a bound notebook for your own records.
Be sure to answer all the assigned questions for full credit.
Library Report: Choose one or two topics from the most recent scientific journals in the Blinn College Library, and choose one topic from the Internet. These include, for example, Chemical & Engineering News, Journal of Chemical Education, Science Digest and many others. Include three or more references in your bibliography at the end of the report. Footnotes are optional, but list references in sequence. Your report should be from 3 to 4 pages typed double space using a 12 point Times New Roman or a comparable sized font. Your report should emphasize the chemistry associated with your topic(s). Several short reports on two or three unrelated topics may be used in place of finding three sources for one topic if you wish. PROOFREAD YOUR REPORT BEFORE IT IS SUBMITTED. You can make corrections in pen. Do not miss class to finish a report. Ten points are deducted for being absent that day while only five points are deducted for a report turned in a day or two late. It is useful to have an appendix with key charts, graphs, chemical structures, etc. Define technical terms as you use them. For example, you may mention viremia (a virus infection of the bloodstream) in your report. See the rubric that will be used to grade your report.
The Tentative Calendar for Major Exams and the Library Report:
Exam #1 Thursday, 3rd Week
Exam #2 Thursday, 6th Week
Exam #3 Thursday, 9th Week
*Library Report Thursday, 11th Week
Exam #4 Thursday, 12th Week
Comprehensive Final Exam Tuesday, Final Exams Week
Criteria Determining the Final Course Grade:
Your grade for this course will be determined by the following system:
Average of the 4 Major Exams 55%
Quiz Average (One is dropped. Homework.) 10%
Final Examination--Comprehensive 15%
Laboratory Reports (& Performance) 10%
Prelab Assignments & Lab Quizzes 5%
Library Report (3 Journal Summaries) 5%
Total 100%
Disability Resources Services: Blinn College is dedicated to providing the least restrictive learning environment for all students. Therefore, support services for students with disabilities are provided on an individual basis, upon request. Students with documented disabilities may seek support from Blinn College's Office of Disability Services. Students are encouraged to contact this office as early as possible to initiate services. To make an appointment or to receive more information about services for all campuses requests should be made through: The Office of Disability Services (ODS), Room 104, Administration Building, Brenham, Texas 77833. (979) 830-4157 http://www.blinn.edu/disability.htm
Instructor's Policies on Attendance, Late Assignments, Cheating, Make-up Work, Plagiarism: You will earn a zero grade for these activities and you may even be dropped from the course with a failing grade.
Attendance: Each absence will affect your grade. I have observed that individuals who have over two unexcused absences during the regular semester do not get an A or a B for the course. Class participation and lab performance are also considered. Thus absence from class is a major factor.
Late assignments: Late homework will not be accepted. Other assignments may not be accepted except the Library Report which will have five points out of 100 deducted for each class day it is late.
Academic Dishonesty: The student will be assigned a zero grade if there is any cheating on exams or quizzes. Plagiarism on the Library Report will result in a zero grade. The student will be dropped from the course on the approval of the Vice President Academic Affairs in case of a second incident. See the Blinn College Student Handbook for further details.
Make-Up Exams: These will only be given in the event of an actual emergency or for students representing the College. This must be done within two weeks.
Make-Up Quizzes: No make up quizzes will be given since one is dropped. Quizzes missed while representing the College will not be counted against the student.
Laboratory Conduct: Individuals have experienced permanent injuries in school labs because of joking around in lab. This is not permitted in my lab. I will charge $1 each time I remind a student to put on their safety glasses or goggles. In case of contacting a chemical on the skin or in the eyes, immediately flush the area with water for 15 minutes to avoid serious, permanent injury. Notify me as soon as possible about any injury you see or sustain in my lab. Also notify me if you see any unsafe behavior or dangerous conditions in my laboratory. Comments: Your safety is my highest priority always. Please make it yours also. We have information about all the chemicals you will be using in the laboratory in Material Safety Data Sheets (MSDS) files in Office 4 of the Classroom Building. You have complete access to these files. They are supplemented by another reference text: The Sigma‑Aldrich Library of Chemical Safety Data in Office 4. The wearing of contact lenses is discouraged. If you choose to wear them, it is at your own risk. Soft lenses tend to trap vapors which can irritate the eye. Disposal of Laboratory Wastes: It is very important to follow the instructions given by the laboratory manual's authors and the instructor in properly disposing of your wastes. Silver must be put in the special containers. Most acidic wastes may be placed in the 10 liter plastic bucket containing water and calcium carbonate pieces. This is in the second sink. Never pour acids directly down the drain. Nothing except soap and water may be poured down the drain or in the troughs. This also applies to strong bases such as NaOH, sodium hydroxide. If you have any doubts about where to dispose of a chemical or solution, always check with me for the location of the correct waste vessel.
Weekly Schedule: Lectures will generally be given on Thursdays and we will generally perform laboratory assignments on Tuesdays. Be sure to ask questions about the lab prior to the lab quiz each Tuesday. Prelab reading will be assigned. Lab quizzes will cover the essay, techniques, safety precautions and balanced reaction.
Criteria for Grading Lab Reports:
I. Include a Table of Contents at the front of your lab notebook.
II. Lab Notebook Format. See your Lab Manual for an overview of how to write up an experiment. Use these divisions:
Objective--Tell what you will learn how to do in your own words.
Reaction--If applicable, draw out all reactants
and products, include molecular weights
and for liquids include densities to aid
in calculating the no. of moles of each
reactant, hence the limiting reactant.
Procedure--A brief outline of what you actually did.
Include the actual amounts used.
Data & Calculations--In a table compare your data
such as m.p. with published data from the
chemical literature. Indicate the source,
Such as The Merck Index or Pavia et al.
Use a table to summarize your results for rapid comparison with the expected data. See example:
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Experimental Value |
Merck Index Value, 12th Edition |
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Final Product: Aspirin |
m.p. = 113-115oC (Give the actual range from first liquid to all liquid.) |
m.p. = 135oC (rapid heating. The melt solidifies at 118oC) |
Conclusion--Evaluate and explain your results. Tell
why the yield was less than expected, the
m.p. range wide and low, etc. Very Important.
Questions in the Lab Manual--Answer them. Ask the
instructor if any may be omitted.
III. Turn in all products promptly. The label should include the
names of both partners, the mass, the percentage yield and m.p,
b.p. or nD20 (refractive index at 20oC using orange light).
Emergency Telephone Numbers:
Campus Security Telephone Number 979 -(830)- 4195 or 4100
Poison Control Center 9 + 1 + 800 + 222-1222
Fire or Police Emergency 9 + 911
Please Note: Food, Drinks, Tobacco Products and Wearing Hats are prohibited in the Classroom and in the Laboratory. Visitors are not permitted. Auditing a course is permitted by the College for a fee.
If you have a health condition or disability that I should be aware of, please know that it will be held in confidence by me.
Exams: Please use the restroom prior to taking an examination. It is better to start a few minutes late than to ask permission to leave during the exam.
Pagers and cell phones are not permitted. Do not use them in the classroom or lab. Turn them off if left in your backpack, etc.
Documentation
Division of Natural Science/Brenham Campus
I,____________________________(Print your name), affirm that I have had training on Material Safety Data Sheets and know that I can have access to them in Office 4 in the Classroom Building on request.
I have also had general laboratory safety training and am aware that I must wear approved eye protection at all times in the chemistry lab and as directed by my instructor in the biology lab. I am aware that gloves and aprons are available for my use. I understand that the best first aid in case of skin contact with any hazardous chemicals is to wash for 15 minutes under running water. If clothes are affected they must be removed and the safety shower should be used. If eyes are affected, they are to be held open under the eyewash for 15 minutes using my fingers. In case of any spills I will inform my instructor immediately. I will notify my instructor immediately in case I am injured or observe an injury. I will report any dangerous behavior by a classmate in lab to my instructor immediately. I understand that if I choose to wear contact lenses, I am doing so against the advice of my instructor and completely at my own risk. I understand that I have been requested to report any special health problems I may have (including pregnancy) to my instructor as soon as possible and that this information will be kept confidential. I know how to extinguish a fire in the laboratory. In case of fire, I know the location of the nearest exit and that no one should be permitted to re-enter the building in case of fire.
I have been informed that I am to dial 9-911 for fire, police or medical emergencies. I know the location of the nearest telephone. (There is one in every faculty office.)
I have also received an Information Sheet on the course and an Outline of the Course Content that may be included in the Information Sheet.
I have been informed that the prerequisite(s) (if any) for this course is (are)__Chemistry 1411 & Chemistry 1412___, and I understand that it is against College policy for me to take this course without the prerequisite course(s).
I understand that visitors are not permitted in any laboratory. This is especially true of infants and children.
__/__/__ CHEM 2423____-_01___ _____________________________
DATE CLASS and SECTION STUDENT SIGNATURE
See Additional lab safety handouts (2).
The student will also sign on a separate sheet along with their classmates documenting that they have received this information and the Course Information Sheet.
Revised 8-05
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Points: |
Excellent Work |
Good Quality Work |
Acceptable Work |
Poor Work |
Pts |
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Category |
20-18/10-9/ 5 |
17-14/8-7/ 4 |
13-10/6- 5/ 3 |
9-0 /4-0/ 2-0 |
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Clarity of Thought 20 |
The paper demonstrates that the author fully understands and has applied concepts learned in the course. |
The paper demonstrates that the author, for the most part, understands and has applied concepts learned in the course. |
The paper demonstrates that the author, to a certain extent, understands and has applied concepts learned in the course. |
The paper demonstrates that the author does not understand and has not applied concepts learned in the course. |
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Depth of Discussion 20 |
In-depth discussion and elaboration in all sections of the paper |
In-depth discussion and elaboration in most sections of the paper |
Brief discussion in all the sections of the paper or in-depth discussion in only a few sections |
Cursory discussion in all the sections of the paper or brief discussion in only a few sections |
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Clarity of Expression and Cohesiveness 10 |
Ties together information from all sources. The paper flows from one issue to the next without the need for headings. Author’s writing demonstrates an understanding of the relationship among materials obtained from all sources. |
For the most part ties together information from all sources. Paper flows with only some disjointedness. Author’s writing demonstrates an understanding of the relationship among materials obtained from all sources. |
Sometimes ties together information from all sources. Paper does not flows - disjointedness is apparent. Author’s writing does not demonstrate an understanding of the relationship among materials obtained from all sources. |
Does not tie together information. Paper does not flow and appears to be created from disparate issues. Headings are necessary to link concepts. Author’s writing does not demonstrate a grasp of the relationship among materials obtained from all sources. |
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Length 10 |
Three or four pages without being long winded or redundant |
Two pages long and/or some redundancy |
One page long and/or has obvious redundancy |
1/2 page or less long or the equivalent in spite of several sheets used |
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Grammar & Spelling 10 |
No spelling and/or Grammar mistakes |
Few spelling and/ or grammar mistakes |
Many noticeable spelling and grammar mistakes |
Unacceptable number of spelling and/or grammar mistakes |
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(MLA) Format 5 |
Uses MLA or other suitable format perfectly. |
Makes minor mistakes in format. |
Makes some noticeable mistakes in format. |
Does not use MLA or other suitable format. |
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References (Sources) 10 |
Uses 3 more current sources, of which at least one is from C&EN, one from a scientific journal in the library, and one from the Internet. All web sites used must be credible/reliable. |
Uses 2 current sources of which at least one is from a scientific journal. All web sites referenced must be credible. No sources over three years old are used. |
Uses only 1 trustworthy source is used or no scientific journal sources are used. Only credible, reliable web sites are referenced. |
No credible or scientific journal sources are used. Or not all web sites used are credible and/ or sources are not current. Some sources are older than three years. |
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Bibliography (Citations) 5 |
Cites all data obtained; including data from other sources. Copies of all references used are attached. |
Cites most data obtained from other sources. Copies of some references included. |
Cites some data obtained from other sources. Partial bibliography. Many errors found. |
Does not cite sources. No bibliography. |
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Supplements 5 |
Appendix is used to show structures, flow charts, diagrams, etc. Key terms are defined within the report. |
Appendix is included, but not very helpful or it is inaccurate or inappropriate. |
Some effort was made to find out more from dictionaries and encyclopedia articles. |
Does not include any supplemental images or define obscure terms or technical terms. |
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Appearance5 |
Clean, neat, and well-organized, standard font and format are used. Extra effort is made for a professional look. Cover page. Neat corrections. |
Clean, neat, and well organized. Standard font and format are used. The cover sheet is not complete. No special eye appeal. |
Different fonts and formats are used throughout the paper. Somewhat “tattered and tired” looking. |
Unorganized, different fonts, unprofessional looking, spelling corrections written in badly or omitted. |
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