POMONA COLLEGE

ORGANIC CHEMISTRY

CHEMISTRY 110B

SPRING 2006( C. Selassie)

LECTURE:                 Monday/Wednesday/Friday  8:00 a.m.

LOCATION:               Seaver North Auditorium

LECTURER:               Dr. Cynthia Selassie

                                 Rm. 210, Seaver North, Ext. 18446

                                 E-mail:  cselassie@pomona.edu

OFFICE HOURS:        Mon, Wed, Fri:     9.30-10.30 a.m.

                                               Tues:     1.30 - 2.30 p.m.

                                 Other times by appointment

LAB COORDINATOR:

                                 Prof. Tom Vasquez   

LAB INSTRUCTORS:

                                    Prof. Tom Vasquez             Rm. 118

                                 Prof. Andrew Duncan      Rm. 204

NOTE: Please refrain from switching laboratory sections. In the event of extenuating circumstances (e.g. baseball game, swim meets, etc.) you may be given permission to switch your lab attendance day temporarily. Also please note that laboratory attendance is MANDATORY!!

STOCKROOM MANAGER:

                                 Ms. Jo Grodsky

                                 Chemistry Stockroom, Rm. 107, Seaver North

DEPARTMENT SECRETARY:

                                 Ms. Wanda Peters

                                 Chemistry Office, Room 103, Seaver North

COURSE DESCRIPTION:

          Since this is a continuation of Chemistry 110A, emphasis will continue to be placed on the nomenclature, properties, synthesis and reaction mechanisms of various organic functional groups. Aromatic organic chemistry will comprise a substantial portion of the curriculum. A copy of this syllabus is also available online at: http://www.chemistry.pomona.edu

COURSE OBJECTIVES:

          By the end of the course, you should be well versed in the recognition of structural features as well as the characterization of various organic, functional entities. The spatial arrangement of atoms in a molecule should also be easily discernible, while the general synthesis of relatively simple, organic compounds should come easily to you!

          Because of its importance in determining the overall chemical and biological reactivity of various functional entities, emphasis will be placed on stereochemistry (Chapter 5). The importance of the electromagnetic spectra (NMR, UV, IR and mass spectrometry, Chapter 9) in elucidating structures of molecules necessitates its inclusion in "review material". It must be emphasized that organic chemistry warrants a commitment in TIME and INTELLECTUAL EFFORT. There are no short cuts or quick remedies! "Cramming" the night before the tests only leads to confusion.

1.        The lectures and the lecture notes will help you to focus on important concepts. Reaction mechanisms will be clearly delineated so that there is less of a reliance on rote memorization.

2.        Careful reading of the text prior to attending the lecture allows for easier "digestion" of the material.

3.        Problem solving enhances comprehension. Please form study groups and work together on the problems in the text. It serves two purposes: you receive intellectual stimulation and you learn how to work and collaborate in a group situation.

4.        "Pop" quizzes will focus on basic concepts while the tests will serve to assess your comprehension and your ability to APPLY what you have learned.

5.        The laboratory sessions will give you the opportunity to do "hands on chemistry" and to develop an awareness of the actual conditions that are employed for the various reactions that you encounter in the lecture sessions.

6.        Review Session: This session will occur before each test and will cover anything(!) that you deem desirable. Please note that the Test 7 review session will take place at 8:00 am in Seaver North Auditorium.

          General Review Session:Time:     Wed:          6:00 – 7:00 pm  (Seaver North Auditorium)

                                                     

COURSE CALENDAR: SPRING 2006

Week Beginning:      Reading Assignment:

1/18/06                  Ch. 14: Aromatic Compounds

                            Problems 18, 20, 22, 25, 30, 33.

1/23/06                  Ch. 15: Electrophilic Aromatic Substitution

                            Problems 26, 27, 29, 32, 34, 36, 40, 45, 49, 50.

1/25/06                  Review Session

1/27/06                  TEST 1 (Ch. 5, 9, 14, 15) 

1/30/06                  Ch 16: Aldehydes and Ketones

                            Problems 24, 31-36, 38, 42, 44.

2/06/06                  Ch. 17: Aldehydes and Ketones

                            Problems 28, 29-31, 34, 40.

2/08/06                  Review Session

2/10/06                  TEST 2 (Ch. 5, 9, 16, 17)

2/13/06                  Ch 18: Carboxylic Acids

                            Problems 23-25, 33-36.

2/20/06                  Ch. 18: Carboxylic Acids and Derivatives

                            Problems 29, 30, 38, 44, 45, 52.

2/22/06                  Review Session

2/24/06                  TEST 3 (Ch. 5, 9, 18)

2/27/06                  Hammett Equation (Handout)

 

3/06/06                  Ch. 19: b-dicarbonyl Compounds

                            Problems 26, 33, 34, 39, 40.

3/08/06                  LABORATORY MIDTERM

3/08/06                 Review Session

3/10/06                 TEST 4 (Ch. 5, 9, 19 + Hammett Eq.)

3/13/06-3/17/06     SPRING BREAK

3/20/06                 Ch. 20: Amines

                           Problems 26, 27, 30, 31, 38, 41, 44, 48.

 

Week Beginning:   Reading Assignment:

3/23/06                 Special Enzyme Kinetics Workshop

                              (Prof. Jim Zimmerman)

3/27/06                 Ch. 20: Amines (cont.) and Special Topic E.   Problems E1, E4.

 

3/27/06-3/30/06    ROBBINS LECTURE SERIES

                           Dr. George Whitesides

                            Harvard University

 

3/31/06                 Cesar Chavez Holiday

4/03/06                 Ch. 21: Phenols & Aryl Halides

                            Problems 13, 17, 18, 21, 26, 27, 28.

4/05/06                 Review Session

 

4/07/06                 TEST 5 (Ch. 5, 9, 20, E, 21)

4/10/06                 Ch. 22: Carbohydrates

                            Problems 20, 24, 28, 30.

4/17/06                 Sp. Topics C and H: Thiophenols & Environmental Toxicants                                Problems C2, C3, C6 and H1- H4.

4/19/06                 Review Session

4/21/06                 TEST 6 (Ch. 5, 9, 21, 22, C, H)

4/24/06                 Ch. 24: Amino Acids/Proteins

                            Problems 19-22.

4/28/06                 LABORATORY FINAL

5/01/06                 Ch. 25: Nucleic Acids

                            Problems 1-9.

5/05/06                 Review Session (8:00 a.m.)

5/08/06                 TEST 7 (Ch. 5, 9, 24, 25) 9.00 a.m.

 

 

 

COURSE TEXTS: (required)

·      T.W. Graham Solomons and Craig B. Fryhle,  Organic Chemistry. 

      John Wiley & Sons, 8th Ed.  (2004).

·     T.W. Graham Solomons, Study Guide to Accompany Organic Chemistry.

      John Wiley & Sons, 8th Ed. (2004).

SUPPLEMENTARY MATERIAL:  (on reserve in Seaver Library)

·     R.M. Silverstein, G. Clayton Bassler and Terence C. Morrill: 

      Spectrometric Identification of Organic Compounds. John Wiley & Sons, 5th Ed. (1991) [recommended, especially for spectroscopy].

·     Old Tests, Problems and Solutions.

LAB REQUIREMENTS:

1.    Safety glasses (from Chem. 110A).

2.    James Zubrick, The Organic Chem Lab Survival Manual  

       John Wiley & Sons, 6th Ed. [2004]  (from Chem. 110A).

3.    Lab Manual, Spring 2006 (stockroom).

COURSE REQUIREMENTS:

      Your final grade will be based on your performance on the tests (600 points) and your laboratory expertise. Class attendance and class participation are strongly encouraged. When your grade is "teetering" on the edge, we "bump" you up depending on your level of engagement in the class.

TESTS:                                                       LABORATORY TESTS:

1/27/06                8:00 a.m.                         3/08/06 (Wed)         8:00 a.m.

2/10/06                 8:00 a.m.                         4/28/06 (Fri)            8:00 a.m.

2/24/06                8:00 a.m.

3/10/06                8:00 a.m.

4/07/06                8:00 a.m.

4/21/06                8:00 a.m.

5/08/06                9:00 a.m.

LECTURE GRADING:

   The hourly tests will focus mainly on the material covered in the two preceding weeks but will require "general knowledge" from previous weeks. This is inevitable—it is the nature of organic chemistry. The test will be graded on a set scale; there will be no "curve". The best six out of seven test scores will be added. The FINAL test is MANDATORY. Any query regarding test scores should be presented within three days of return of the test. It is the students responsibility to meet with the professor to make any adjustments. After three days, all scores become final and unalterable. In addition, you will be given three or more mini pop-quizzes which will be interspersed throughout the semester.

Duration of each quiz:         time £ 10 minutes.         Maximum Score:  15

At the end of the semester, your average quiz score will be determined (n=3) and the points will be added to your overall test score. However, you must take three or more of these quizzes for this score to count.

GRADING SYSTEM (LECTURE):

   A    536+ pts.                                        C       320-354

   A-   499-535                                           C-      285-319

   B+  461-498                                           D+     250-284

   B    426-460                                           D       215-249

   B-   390-425                                           D-      185-214

   C+  355-389                                           F       < 184

NOTE:  A failing grade in the lecture or laboratory portion of the class will result in a failing grade for 110B.

LABORATORY GRADING:

         There will be two tests (30 – 50 min. in duration) pertaining to material covered in the laboratory sessions: one midterm and one final. For all questions pertaining to the laboratory exercises please consult Professor Vasquez

ACADEMIC HONESTY:

      All of you are well aware of Pomona College's policy on academic honesty, as outlined in the catalog and as told to you in Freshman Seminar and Chem. 1A. It is strongly suggested that you abide by these guidelines in the classroom and in the laboratory. Noncompliance with these regulations will be subject to drastic academic penalties.