Skyline College A.J. Bates Professor of Chemistry

     Chemistry 235-238 - Organic Chemistry 2 - Fall 2015

Chem 210 - General Chemistry 1Chem 235-238 - Organic Chemistry 2
Chem 220 - Lab Manual & Extra Practice ProblemsScience Lecture Series
Gay Straight Alliance

Announcements & Important Course Information

Tuesday, September 29

  • CHEM 238 LAB: Lab is cancelled today due to instructor illness.
  • CHEM 235 LECTURE: I do plan to be back to campus tomorrow and we will hold the review session at 9:15-10am in the lecture room before lecture at 10:10am.
  • CHEM 235 LECTURE: Please see the LECTURE page for the answers to the Extra Practice Worksheets posted yesterday. I have also posted notes relating to two of the questions on the Reactions 4 worksheet.
  • CHEM 238 LAB: NMR Problem Set #2
    • Note: In the case of alcohols on these problems, the alcohol proton is NOT coupled to the H’s on adjacent C’s due to H-bonding. Therefore the O-H proton does not participate in the splitting pattern, and itself appears as a broad singlet.

    • Example: Ethanol (CH3CH2OH):
      • The O-H proton is NOT coupled to the -CH2- protons in the structure
      • The signal for the proton on the oxygen is a broad singlet.
      • The methyl and methylene group give the typical splitting pattern of an ethyl group, showing no influence of the OH proton.


Monday, September 28

  • Please see the LECTURE page for additional worksheet postings.
  • Exam #2 Review Session: Wednesday, Sept. 30 at 9:15 in the lecture room (7-304)
  • Exam #2 Topics:
    • Cr(VI) oxidation reactions
    • NaBH4 Reductions
    • LiAlH4 Reductions (including alkyl halides and epoxides - discussed prior to Exam #1)
    • DIBAL-H and Li(t-BuO)3AlH Reductions
    • Grignard and Alkyl Lithium Reactions
    • Protecting Groups
    • Organocuprate reactions including a 1,4 addition
    • Radical Stability (including allyl radical and resonance)
    • Radical Halogenation of an Alkane
    • Radical Hydrohalogenation of an Alkene
      • Contrast to Acidic Hydrohalogenation of an Alkene


Saturday, September 26

  • Please see the LECTURE page for Ch. 17 & 18 Notes posting.
  • The answer key to the Grignard worksheet is now posted.
  • PS #5 is posted on Sapling Learning.


Wednesday, September 23

  • Please see the LECTURE page for a new practice worksheet on Grignard reactions.


Friday, September 18


Wednesday, September 9


Monday, September 7

  • CHEM 235 Students:

    • Exam #1 Reactions Sheet
      • For Exam #1 this Friday, you will be provided with the above handout, a pKa chart, and a Periodic Table

    • As announced, you are welcome to attend lectures on NMR and other spectroscopic interpretations that will be presented in the lab (room 7-341). The first will be tomorrow in lab at 1:10 pm. It will be an overview of NMR. The second lecture will be the following Tuesday at the same time and will focus on spectral interpretation. See the lab page for the notes handouts.
  • CHEM 238 Students:
    • Reminder: As discussed next week, lab will be meeting from 10am-3pm.
      The breakdown of time for activities in lab is as follows:
      • Experiment #2 (Diels-Alder) Completion: 10am-1pm - IR and MP analyses
      • Lab Lecture: 1:10-3pm
        • Introduction to NMR Spectroscopy (See the lab page for the notes handouts)
        • Experiment #3 - NaBH4 Reduction


Sunday, August 30

  • CHEM 235 Students:
    • A new problem set is posted on Sapling Learning.
    • On the lecture page, I have posted links to many review and newer reaction animations / computer models that should be helpful as you try to visualize reaction mechanisms.
  • CHEM 238 Students:
    • Student GC data for the Elimination Reactions experiment is posted on the course website.
    • The lab report will be due no later than 4pm on Wednesday, September 2. This will give you an opportunity to ask any final questions you might have on the class data interpretation on Tuesday in lab.
    • WebAccess: The Diels-Alder Theory worksheet is now properly linked. Two links to computer models of pertinent Diels-Alder reactions were added.
    • The prelab for the Diels-Alder experiment is due at the start of lab on Tuesday.


Friday, August 28


Tuesday, August 25

  • CHEM 235 Students:

    • As announced yesterday in lecture, we will not be meeting in class on Wednesday, August 26.

    • Please use this time to review the powerpoint slides for Chapter 11 on Alkynes and the start of the Chapter 12 notes on the hydrogenations of alkenes and alkynes (slides 1-14).


Friday, August 21

  • Sapling Learning Problem Set #2 will be posted today.
  • The review worksheet key is available on the lecture page.
  • A number of tutorial and animation reviews are posted on the lecture page.


Pre-semester Announcements

  • Welcome to Organic Chemistry 2 for Science Majors - CHEM 235 / 238
  • CHEM 235: Our first lecture will be on Monday, August 17 at 10:10am in 7-304. We will briefly cover course requirements on the syllabus and begin our first lecture/discussion.
  • CHEM 238: Our first laboratory meeting will be on Tuesday, August 18 at 1:10 pm in 7-341. We will cover safety, have our first lab lecture, and check into lab drawers on this day.
  • Required Lecture Textbook (CHEM 235): The required course text, Organic Chemistry, 4th ed. by Janice Gorzynski Smith, is available as a custom edition in the Skyline College Bookstore. It is bundled with the Study Guide and Solutions Manual. I highly recommend buying this set. The solutions manual includes complete solutions to all of the questions in the text. The reading and questions assigned from the text will be one of your key means of study and preparation for the course and exams.
  • Laboratory Manual (CHEM 238): The CHEM 238 Laboratory Manual will be available online through the WebAccess site for the course. A direct link is available on the LABORATORY page.
  • Review & Getting Started:
    • The lecture course will start with an intensive review of Organic Chemistry 1:

      • We will review substitution, elimination, addition, and acid-base reactions with a focus on mechanisms, predicting products, stereochemistry, regioselectivity, and retrosythetic analyses.

      • Please see the LECTURE page (link to the left) for reading assignments and book problems from Chapter 9,10, and 11. These chapters will be the focus of our review. You may want to get a jump start for the class by reviewing these chapters and working the assigned problems from the reading sections.

    • I recommend that you review the other textbook chapters relating to CHEM 234 topics (1-8) to review bonding and molecular structure, nomenclature, stereochemistry, and acid-base chemistry.

    • For additional review and practice, you can find Extra Practice Worksheets on the LECTURE page from CHEM 234 for Spring 2015.

  • Sapling Learning Online Homework System (CHEM 235)

    • Please Register for the Sapling Learning Online Homework System for CHEM 235.
      Graded problem sets will be assigned on this service.

    • A Training Problem Set is posted under the Introduction section. It is not required, but I think you will find it helpful, especially for using the chemical structure drawing functions.
      • Questions 1-12 - General use of Sapling Learning
      • Questions 13-22 - Use of the chemical structure drawing functions
    • The first Graded Problem Set is posted under the Problem Sets section. See the course calendar and/or Sapling site for the due date/time.
      • For this problem set, you have UNLIMITED attempts to answer each question with NO POINT DEDUCTION.

  • Please visit the links to the left for other information related to the courses. The website will be the primary way that I will provide materials and communicate information to you outside of class time. Check back regularly - there will be frequent updates.


Academic Integrity

  • Academic integrity is an important issue in all academic settings, and will be taken very seriously by the instructor of this course, and the college generally. This topic will be addressed in detail in the first week of classes in lecture and in lab.

  • I recognize that most students conduct themselves with honesty and integrity. I also recognize that the actions of a few dishonest students and the impact of those actions on the academic process necessitate a frank and ongoing discussion of this issue.

  • Please review the Student Handbook information on Academic Integrity.