Chemistry 14C: Structure of Organic Molecules - Spring 2016

Instructor: Dr. Steven A. Hardinger harding@chem.ucla.edu Office: Young Hall 3077C Office hours: Monday 1:00 - 2:50 PM Tues 11:00 AM - 12:50 PM, Young 3077C Teaching Assistants: Vanessa Breslin, Tim Chung, Maly Cosco, Jordan Dotson, Graciela Negri, Priera Panescu, Ethan Rosser, Brian Shao, Kyle Tamshen, and Michael Yamano. 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): Lecture 1 - Mondays April 25 and May 16, 5:00 - 6:50 PM Lecture 2 - Tuesdays April 26 and May 17, 5:00 - 6:50 PM • Final exam (200 points): Both lectures - Sunday June 5, 3:30 - 5:30 PM • 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 (10 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 Discussion sections and office hours start after lecture on Wednesday March 30

• 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 Seven quarters worth!

• 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 Spring 2016 Lecture and Exam Schedule Suggested reading, practice problems, etc. can all be found in the course Thinkbook.

Date Lecture Topic March 28 Course Introduction Topics in Molecular Structure March 30 Lecture 1: Molecular Structure - Introduction and Review April 1 Lecture 2: Resonance April 4 Lecture 3: Conjugated Molecules - Part 1 April 6 Lecture 4: Conjugated Molecules - Part 2 April 8 Lecture 5: Introduction to Aromaticity April 11 Lecture 6: Stereochemistry - Part 1 April 13 Lecture 7: Stereochemistry - Part 2 April 15 Lecture 8: Biomolecules Survey I - Carbohydrates Laboratory Determination of Structure April 18 Lecture 9: Mass Spectrometry - Part 1 April 20 Lecture 10: Mass Spectrometry - Part 2 April 22 Lecture 11: Infrared Spectroscopy - Part 1 April 25 Lecture 12: Infrared Spectroscopy - Part 2 April 25 (Lecture 1) Exam 1 (5:00 – 6:50 PM) Topics: Lectures 1 - 8

April 26 (Lecture 2) Location: Check the course web site

April 27 Lecture 13: 1H-NMR Spectroscopy - Part 1 April 20 Lecture 14: 1H-NMR Spectroscopy - Part 2 May 2 Lecture 15: 1H-NMR Spectroscopy - Part 3 May 4 Lecture 16: 1H-NMR Spectroscopy - Part 4 and Solving Spectroscopy Problems - Part 1 May 6 Lecture 17: Solving Spectroscopy Problems - Part 2 May 9 Lecture 18: 13C-NMR, 2D-NMR, and MRI May 11 Lecture 19: X-ray Crystallography May 13 To be announced Structure Controls Everything May 16 Lecture 20: Noncovalent Molecular Forces - Part 1

May 16 (Lecture 1) Exam 2 (5:00 – 6:50 PM) Topics: Lectures 9 - 19

May 17 (Lecture 2) Location: Check the course web site

May 18 Lecture 21: Noncovalent Molecular Forces - Part 2 May 20 Lecture 22: Introduction to Structure and Reactivity - Organic Acids and Bases - Part 1 May 23 Lecture 23: Introduction to Structure and Reactivity - Organic Acids and Bases - Part 2 May 25 Lecture 24: Biomolecules Survey Part 2 - Lipids May 27 Lecture 25: Biomolecules Survey Part 3 - Amino Acids, Peptides, and Proteins May 30 Memorial Day Holiday - Campus closed June 1 Lecture 26: Biomolecules Survey Part 4 - DNA June 3 Final exam Q&A Final Exam -- Both lectures Sunday June 5, 3:30 - 5:30 PM

Location: Check course web site

Topics: Part A - Lectures 20 - 26 --or-- Part B: Lectures 1 - 26

Weekly Course Activities Schedule: Chemistry 14C Spring 2016 Revised 03/29/16

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

BS = Brian Shao ER = Ethan Rosser GN = Graciela Negri JD = Jordan Dotson KT = Kyle Tamshen MC = Maly Cosco MY = Michael Yamano PP = Priera Panescu VB = Vanessa Breslin TC = Tim Chung

Monday Tuesday Wednesday Thursday Friday

8 AM Chem 14C Lecture Sec 1 Moore 100

Discussion section 2D (GN) Math Science 5203

Chem 14C Lecture Sec 1 Moore 100

Discussion section 2H (PP) Math Sciences 5203

Chem 14C Lecture Sec 1 Moore 100

Discussion section 2J (PP) WGYoung 1044

9 AM Discussion section 1A (MC)

WGYoung 1044 Office hour (JD/ER)

WGYoung 3077F

Discussion section 1C (GN) WGYoung 1044

Discussion section 1E (ER) Boelter 5436

Discussion section 1H (BS) WGYoung 4216

Discussion section 2I (ER) WGYoung 1044

Discussion section 1J (MY) Boelter 5272

10 AM Chem 14C Lecture Sec 2 Moore 100

Discussion section 1M (GN) Boelter 5252

Chem 14C Lecture Sec 2 Moore 100

Chem 14C Lecture Sec 2 Moore 100

Office hour (KT/MY) WGYoung 3077F

11 AM Discussion section 2A (VB) Boelter 4413

Office hour (Dr H) WGYoung 3077C

Discussion section 1F (TC) Pub Aff 2242

Office hour (MC/PP) WGYoung 3077F

Office hour (BS/TC) WGYoung 3077F

Discussion section 2O (KT) Math Sciences 5225

Noon Discussion section 1B (MC)

WGYoung 3069 Discussion section 2B (VB)

Boelter 4413

Office hour (Dr H) WGYoung 3077C

Discussion section 2F (BS) PAB 1749

Discussion section 1I (JD) WGYoung 2200

Discussion section 1K (MY) WGYoung 1044

Discussion section 2K (KT) Dodd 154

1 PM Office hour (Dr H) WGYoung 3077C

Discussion section 1D (VB) WGYoung 2200

Discussion section 2E (ER) Boelter 5272

Discussion section 1N (BS) Boelter 5273

Discussion section 1O (JD) La Kretz 120

Discussion section 2L (KT) Botany 133

2 PM Office hour (Dr H) WGYoung 3077C

Office hour (VB/GN) WGYoung 3077F

Discussion section 2G (TC) Pub Aff 2232

Discussion section 2M (JD) Bunche 3157

Discussion section 1L (MY) Boelter 4413

3 PM Discussion section 2C (MC) WGYoung 4216 Discussion section 1G (TC)

WGYoung 4216 Discussion section 2N (PP)

Bunche 3157