Organic Chemistry II (in English)--Spring Semester Only

LIMITED ENROLLMENT.

3 classroom contact hours/week 3 lab hours/week 1 hour lab lecture/week
A continuation of CHE 210 with focus on complex chemical reactions and syntheses utilizing fundamental principles. The study of mechanistic functional group chemistry will be a primary focus. Second semester laboratory extends previously learned macro- and micro-scale techniques to more complex systems and explores chemistry discussed in the lecture portion of the course. In addition, modern analytical techniques (e.g. nuclear magnetic resonance spectroscopy, UV-visible spectroscopy, and mass spectrometry) used in the identification of organic compounds will be discussed. In English.
Prerequisite: CHEM 210E
* Lab Fee: 95€

Course materials (required):

1) Klein, Organic Chemistry, 1st Ed., Wiley, 2011.

2) Darling, Molecular Visions Organic Model Kit.

3) Brooks-Cole, Organic Chemistry Laboratory Notebook (100 carbonless duplicate pages).

4) Mohrig et al., Techniques in Organic Chemistry, 2nd or 3rd Ed., W.H. Freeman.

5) Chemical splash-proof goggles  

Recommended:

1) Harwood and Claridge, Introduction to Organic Spectroscopy, Oxford University Press, 1996.  

Course Assessment:  

Lab   25 points

Problem sets  16 points (5 @4 points each, drop lowest one)

Midterm exams 25 points (2 @ 12.5 points each)

Final exam  30 points (10 + 20– see below)

Reaction journal 4 points

Total 100 points 

Teaching Strategies

Rather than teaching/learning a plethora of reactions and molecules to memorize, the course focuses on gaining a fundamental understanding of Organic Chemistry.That way, you will retain the material long after the course is completed (and will be able to apply it to your chosen field of study!) and you will develop your critical thinking skills. Unfortunately, there will be some things that you just need to memorize – there is no way around it. But this will be kept to a minimum and we strongly discourage you from trying to memorize everything that we will cover in class – it will be both overwhelming and unproductive. Instead, we hope that by taking the assignments seriously, completing the in-chapter practice problems and using your dictionary as suggested, you will join us in thinking like an Organic Chemist and gain an appreciation for the subject. 

Topics

Presentation 

Lecture 1:

- Redow Chemistry 1

- LAB LECTURE 1 

Lab:

Project 1a 

Lecture 2:

Redow Chemistry 2 

Lecture 3:

-Carbonyl Chemistry 1

-No Lab Lecture 

Lab:

Project 1b 

Lecture 4:

Carbonyl Chemistry 2 

Lecture 5:

-   Carbonyl Chemistry 3

- LAB LECTURE 3a 

Lab:

Project 3a 

Lecture 6:

Carbonyl Chemistry 4 

Lecture 7:

Carbonyl Chemistry 5-6

- LAB LECTURE 3b 

Lab:

-Project 3b 

Lecture 8:

Exercises  

LAB LECTURE 4 (VP problem set 1) 

Lab:

Project 4  

Lecture 9:

- Addition reactions of alkenes and alkynes–addition of HX

Additions reactions of alkenes and alkynes– addition of ROH

Formation of alcohols 

Lecture 10:

- Reactions of alkenes – addition of carbenes and hydrogenation cleavage reactions

- LAB LECTURE 5 

Lab:

Project 5  

Lecture 11:

- Benzene and nomenclature of aromatic compounds, MO model Huckel’s rule, aromaticity 

Lecture 12:

- Electophilic aromatic substitutions  Activating and deactivating groups

-LAB LECTURE 6 

Lab: 

Project 6 

MIDTERM 1

Lecture 13:

-Electrophilic aromatic substitutions. Directing effects of substituents.  

-Electrophilic aromatic substitutions. Synthesis strategies. Problems. 

Lab:

Presentations of Project 6  

Lecture 14:

Carbonyl Chemistry part 2a 

Lecture 15:

- Carbonyl Chemistry part 2b

-  LAB LECTURE 7 

Lab:

Project 7  

Lecture 16:

– Enols and Enolates 1 

Lecture 17:

- Enols and Enolates 2  

- Lab lecture 2 

Lab:

- Project 2 (1/3 in lab) 

Lecture 18:

- Mass Spectrometry 1

-Mass Spectrometry 2  

Lecture 19:

-NMR Spectroscopy 1 (VP problem set 2)

-EXERCISES 

Lab:

Project 2 (2/3 in computer room TBA) 

Lecture 20:

NMR Spectroscopy 2 

Lecture 21:

-NMR Spectroscopy 3 

Lab:

Project 2 (3/3) Your Presentations in room TBA  

Lecture 22:

-UV-Vis Spectroscopy, Diels-Alder Reactions

- EXERCISES 

Lab:

RMN 3-4-5 

Lecture 23:

EXERCISES (VP problem set 3) 

FINAL EXAM+MIDTERM2+ACS