P858a: What’s that smell and why is it there?: A GC-MS analysis of home fragrance oils

Author: Curtis Pulliam, Utica College, USA

Co-Author:

Date: 8/6/14

Time: 2:45 PM2:55 PM

Room: MAK B1120

Related Symposium: S57

Home fragrance oils, having names such as Warm Vanilla Sugar, Japanese Cherry Blossom, and Caribbean Escape, can be purchased at places such as Bath and Body Works. These oils often have several ingredients, some producing a particular fragrance, or note, and some which are there to provide the vehicle to dissolve the other ingredients. Some oils are a fairly simple mixture of a few ingredients while others are very complex mixtures. Students select a fragrance oil, prepare the sample, and run the GC-MS of the product. They then search the mass spectrum data base to try to identify as many ingredients as they can. Once the components are identified, the students use the reference literature to determine the components’ properties, especially the kind of odor produced by the component and report on what’s in the oil and why.

P861: Electrochemistry in the advanced organic laboratory: Electron withdrawing groups in action

Author: Michelle Boucher, Utica College, USA

Co-Author: Curtis Pulliam, Utica College, USA

Date: 8/6/14

Time: 4:00 PM4:20 PM

Room: MAK B1120

Related Symposium: S57

The first set of experiments of our advanced organic chemistry laboratory sequence is the synthesis of ferrocene, the subsequent acylation of ferrocene, and the complete characterization of both products. After making their compounds, students analyze their products using the traditional methods of FT-IR, 1H and 13C NMR, and GC-MS. Students can see the substituent effect of the acetal group on the ring in the shifts in both the 1H and 13C NMR. In addition to the typical organic chemistry characterization tools, students perform electrochemistry (Cyclic Voltammetry) experiments on both products to determine the oxidation potential of the iron centers. The shift of the oxidation wave to more a more positive potential seen in this set of experiments clearly indicates the carbonyl’s role as a deactivating group, and helps fill out the story of how an electron withdrawing group changes the system.

P490: Using a chemist’s tools: Instrumentation in a non-majors course

Author: Alyssa C. Thomas and Michelle Boucher, Utica College, USA

Co-Author: Curtis Pulliam, Utica College, USA

Date: 8/5/14

Time: 10:35 AM10:55 AM

Room: MAK A1161

Related Symposium: S43

In our general chemistry laboratories, students use multiple types of instrumentation to study molecules “like a chemist” early on in their college careers. In our experience, students understand the chemistry better when they are able to investigate, analyze, and visualize molecules the way that chemists do. Before the development of this course, our only non-majors survey course was a traditional “Chemistry in Society” offering without a laboratory component. This was a troubling omission in our department, since we felt that students would benefit from our general chemistry worldview no matter what their major. We designed a new course to focus on instrumentation and laboratory work with lectures that were used to clarify and augment concepts first introduced in the experiments. The laboratory work, and thus instrumentation, was at the heart of the course. Building off of the philosophies of our general chemistry laboratories, we designed the laboratories around instrumentation use. Regardless of their majors, in this course they acted “like chemists” and had the chance to explore the world at the molecular level using the tools that chemists use.

P491: Introducing NMR to a general chemistry audience: An Atoms First appropriate instrumental laboratory

Author: Curtis Pulliam, Utica College, USA

Co-Author:

Date: 8/5/14

Time: 11:10 AM11:30 AM

Room: MAK A1161

Related Symposium: S43

We have been teaching a “reordered” general chemistry course for more than 20 years. With a focus on molecules and molecular structure, our course progresses in complexity from atoms and ions to ionic structure and molecular structure, ending the first semester studying organic molecules and polymers. We end our first semester laboratory sequence with an activity which introduces our students to one of the many tools chemists have to investigate molecular structure, NMR. Our goal is for each of our students to “Think like a Chemist, Work like a Chemist, and Write like a Chemist” by graduation. This activity is the first opportunity for the use of sophisticated instrumental data (that is to Work like Chemist); one which will be built upon in future laboratory experiences. In this activity, students acquire a carbon-13 NMR spectrum of a compound from a carefully selected list of alcohols, ketones, and brominated compounds. Students gather in groups according to the class of compound they have and after drawing structures and building models for each of the groups compounds (5-6) they compare their spectrum and the number of signals to the expected number of signals for each compound. Once the compounds are matched up which the spectra, students generate a chemical shift table which is used to predict NMR spectra for other compounds. The focus of this activity is on how the NMR informs us about molecular structure. This activity can be done with or without an NMR available.