Chemistry 14C: Structure of Organic Molecules Version 55 - Summer 2016

Instructor: Dr. Steven A. Hardinger harding@chem.ucla.edu Office: Young Hall 3077C Office hours: Monday, Wednesday 11:00 AM - noon WGYoung 3077C Teaching Assistants: Ethan Rosser, Yolanda Li, and Juno Van Valkenburgh. TA Email addresses, office hours, etc. on course web site. What Is This Course About?

Continuing studies in structure of organic molecules; emphasis on biological applications. Resonance, stereochemistry, conjugation, and aromaticity; spectroscopy (mass spectrometry, IR, NMR); effects of structure on physical and chemical properties; survey of biomolecular structure. Summary: Theory, determination, and influence of the structure of organic molecules.

What Tools Will I Need? • Organic Chemistry: Structure and Function, 6th or 7th edition (Vollhardt and Schore) and Study Guide. • Chemistry 14C Lecture Supplement, 9th edition: Copies of PowerPoint lecture presentations; the skeleton of

your lecture notes. Older versions of the Lecture Supplement are not useful. • Chemistry 14C Thinkbook, 13th edition: Concept focus questions, discussion section problems, and practice

problems. Older versions of the Thinkbook are not useful. • Any molecular model kit. Recommended: HGS Molecular Structure Model Set (Ackerman bookstore) • Web site: http://web.chem.ucla.edu/~harding/index.html Not the CCLE web site.

Ø Announcements and other course materials here. Ø Access to Chemistry 14C Course Discussion Board, a place to post questions and answers. Ø Students who make copious use of the web tools earn higher grades.

• Weekly Course Activities Schedule (next page) Ancillary Materials - Also useful for Chemistry 14D so why not invest in your education? • Organic Chemistry as a Second Language (Klein) • A four-color pen Exams and Grades • Midterm exams (100 points each): In class Fridays July 1 and July 15. • Final exam (200 points): In class Friday July 29. • A = 100–85%; B = 84–70%; C = 69–50%. More details on course web site. The lowest exam score will not

be dropped. • Exams cannot be taken at an alternate time or date. There will be no make-up exams, unless you have

presented a superior and documented reason. This reason must be presented before the exam is given, except for serious medical emergencies.

• Extra credit is available: course discussion board (12 pts) and error bounty points (unlimited number).

Check the course web site. • If you wish to request an accommodation due to a suspected or documented disability, please inform your

instructor and contact the Office for Students with Disabilities as soon as possible at A255 Murphy Hall, (310) 825-1501, (310) 206-6083 (telephone device for the deaf). Website: www.osd.ucla.edu.

Chemistry 14C Lecture Supplement • Contains PowerPoint slides used in lecture • Is the starting point for your lecture notes → Bring Lecture Supplement to lecture every day Chem 14C Course Thinkbook ("reader") • Lists suggested reading and problems from textbook and ancillaries. • Concept Focus Questions (CFQs): These are designed to help you focus on key concepts and organize your

study of course material. • Contains Discussion Section Problems (DSPs) for discussion section → Bring Thinkbook to discussion

every day • Practice Problems (PPs): You should explore as many of these as you can. Many of these practice problems

were drawn from old exams to give you a feeling for style and format of exam questions.

• There is no better way to master organic chemistry than to do as many problems as possible. Experience has shown that students who make copious use of the Thinkbook earn higher grades.

Discussion Section Activities

• Why? → A time to further explore lecture topics and focus on difficult details.

→ Develop problem-solving skills.

• Discussion section activities may include Discussion Section Problems (written by the instructor). These problems are included in the course Thinkbook. TAs will use problems in discussion, based upon their assessment of your learning needs.

• Solutions will be available on the course web site about one week after the corresponding topic is covered in lecture. Unlike the problems in the course Thinkbook or text, DSPs problems are presented without solutions immediately available to encourage your thorough consideration of the problem before turning to the solutions. Consider this format as exam practice!

• Discussion section attendance is not mandatory but experience has shown a strong correlation between active attendance, mastery of the course material, and a good grade.

• Attendance = Taking notes, asking questions, solving problems, thinking. Attendance ≠ Sleeping, doing LS homework, passive listening, or playing cell phone games.

• You may attend any discussion section that you wish. However, because course enrollment is very high, you may be asked to return to your assigned section if sections become too crowded.

Read about these other topics on the Chemistry 14C web site • Course philosophies and inspirational quotes:

"Genius is 1% inspiration and 99% perspiration." -- Thomas Alva Edison, 1903

"If there is no struggle there is no progress." -- Frederick Douglass, 1857

"We choose to go to the Moon in this decade and do the other things, not because they are easy,

but because they are hard." --John F. Kennedy, 1962

• Exam and Study Hints Study organic chemistry for at least one hour every day that ends in –day

• Start studying and seek help ***early*** in the quarter

• Instructor and Teaching Assistants’ office hours, discussion sections, and email addresses

• Course announcements

• Organic Chemistry Tutorials

• Old Exams From five previous quarters

• Bruincast lecture videos Not an excuse to avoid lecture.

• Illustrated Glossary of Organic Chemistry >2000 illustrated and hyperlinked entries

• And all sorts of other good stuff!

Homework to complete before next lecture

• Explore course web site

• Starting reading textbook. Get page assignments from Thinkbook.

• Read Concept Focus Questions (Thinkbook) and PowerPoint slides (Lecture Supplement) before lecture. Reading before lecture makes lecture content more meaningful.

Chemistry 14C Summer 2016 Lecture and Exam Schedule Suggested reading, practice problems, etc. can all be found in the course Thinkbook.

Date Lecture Topic June 20 Course Introduction Topics in Molecular Structure June 20 Lecture 1: Molecular Structure - Introduction and Review June 22 Lecture 2: Resonance Lecture 3: Conjugated Molecules - Part 1 June 24 Lecture 4: Conjugated Molecules - Part 2 Lecture 5: Introduction to Aromaticity June 27 Lecture 6: Stereochemistry - Part 1 Lecture 7: Stereochemistry - Part 2 Laboratory Determination of Structure June 29 Lecture 9: Mass Spectrometry - Part 1 Lecture 10: Mass Spectrometry - Part 2 July 1 First midterm exam: Covers Lectures 1–7 July 4 Independence Day Holiday - Campus closed July 6 Lecture 11: Infrared Spectroscopy - Part 1 Lecture 12: Infrared Spectroscopy - Part 2 July 8 Lecture 13: 1H-NMR Spectroscopy - Part 1 Lecture 14: 1H-NMR Spectroscopy - Part 2 July 11 Lecture 15: 1H-NMR Spectroscopy - Part 3 Lecture 16: 1H-NMR Spectroscopy - Part 4 and Solving Spectroscopy Problems - Part 1 July 13 Lecture 17: Solving Spectroscopy Problems - Part 2 Lecture 18: 13C-NMR, 2D-NMR, and MRI July 15 Second midterm exam: Covers Lectures 9-17 Structure Controls Everything July 18 Lecture 20: Noncovalent Molecular Forces - Part 1 Lecture 21: Noncovalent Molecular Forces - Part 2 July 20 Lecture 22: Introduction to Structure and Reactivity - Organic Acids and Bases - Part 1 Lecture 23: Introduction to Structure and Reactivity - Organic Acids and Bases - Part 2 July 22 Lecture 8: Biomolecules Survey I - Carbohydrates Lecture 24: Biomolecules Survey II - Lipids July 25 Lecture 25: Biomolecules Survey III - Amino Acids, Peptides, and Proteins Lecture 26: Biomolecules Survey IV - DNA July 27 Final exam Q&A July 29 Final Exam - Select: Part A (Lectures 8 and 20–26), or Part B (all Lectures except Lecture 19)

Weekly Course Activities Schedule: Chemistry 14C Summer 2016 Revised 06/20/16

Print your own copy of this schedule at the course web site: http://web.chem.ucla.edu/~harding/index.html

ER = Ethan Rosser JV = Juno Van Valkenburgh YL = Yolanda Li

Monday Tuesday Wednesday Thursday Friday

8 AM Discussion section 1D (YL) Math Sciences 5147 Discussion section 1D (YL)

Math Sciences 5147

9 AM Chem 14C Lecture Humanities A51

Discussion section 1A (YL) Boelter 5252

Chem 14C Lecture Humanities A51

Discussion section 1A (YL) Boelter 5252

Chem 14C Lecture Humanities A51

10 AM Chem 14C Lecture Humanities A51

Discussion section 1B (ER) Math Sciences 3915A

Discussion section 1F (JV) Boelter 5252

Chem 14C Lecture Humanities A51

Discussion section 1B (ER) Math Sciences 3915A

Discussion section 1F (JV) Boelter 5252

Chem 14C Lecture Humanities A51

11 AM Office hour (Dr H) WGYoung 3077C

Discussion section 1C (ER) Math Sciences 5147

Discussion section 1E (JV) Boelter 5252

Office hour (Dr H) WGYoung 3077C

Discussion section 1C (ER) Math Sciences 5147

Discussion section 1E (JV) Boelter 5252

Office hour (JV) WGYoung 3077F

Noon Office hour (YL) WGYoung 3077F Office hour (ER)

WGYoung 3077F

1 PM