The synthesis of "N"-benzyl-2-azanorbornene via aqueous hetero Diels-Alder reaction of cyclopentadiene and benzyliminium chloride formed in situ from benzylamine hydrochloride and formaldehyde is described. Characterization of the product was achieved by IR and NMR spectroscopies. The spectral data acquired are thoroughly discussed. Numerous…

Guided-inquiry experiments offer the same opportunities to participate in the process of science as classical organic qualitative analysis used to do. This three-week guided-inquiry project involves an aldol-dehydration synthesis of a chalcone chosen from a set of nine, followed by a catalytic transfer hydrogenation reaction using ammonium formate…

The study describes and compares the size-dependent optical properties of organic dyes with those of semiconductor nanocrystals or quantum dots (QDs). The analysis shows that mixtures of QDs contain emission colors that are sum of the individual QD components.

A commercially available Grignard reagent (3.0 M solution of phenyl magnesium bromide in ether) was used in a convenient Grignard synthesis in a second-year organic chemistry laboratory without any of the typical failures associated with the Grignard reaction. The reaction setup used oven-dried glassware and no extraordinary measures were taken to…

An approach is presented that starts from two fundamental concepts in organic chemistry, chirality and aromaticity, and combines them into a simple rule for stating selection rules for pericyclic reactions in terms of achiral Huckel-aromatic and chiral Mobius-aromatic transition states. This is illustrated using an example that leads to apparent…

A new special-topics course on green chemistry would help students to critically evaluate policy decisions in an environmentally conscientious manner. The actively acquired knowledge would allow students to spread the word about green chemistry in the long term to the world, where they would pursue their future goals of life.

Categorization is a fundamental psychological ability necessary for problem solving and many other higher-level cognitive tasks. In organic chemistry, students must establish groupings of different chemical compounds in order not only to solve problems, but also to understand course content. Classic models of categorization emphasize similarity as…

Our peer-led collaborative learning groups, called Workshops, have now had extended success in two upper-level courses in chemistry and biochemistry. These Workshops are in turn supported by a third upper-level course for training peer-leaders. Our data confirm that the initial positive results from the introduction of Workshops in organic…

A highly flexible learning tool, referred to as a dynamic reaction figure, is described. Application of these figures can (i) yield the correct chemical equation by simply following a set of menu driven directions; (ii) present the underlying "mechanism" in chemical reactions; and (iii) help to solve quantitative problems in a number of different…

This article describes an approach to teaching organic chemistry, which is to have students build their knowledge of organic chemistry upon a strong foundation of the fundamental concepts of the subject. Specifically, the article focuses upon a core set of concepts that I call "the six pillars of organic chemistry": electronegativity, polar…

Very often controversies contribute to the development of science. An example is the conflict between Liebig and Wohler on the occasion of their analyses of fulminates and cyanates, which showed that compounds with different properties could have the same composition. Their results, together with other similar evidences, led Berzelius to recognize…

This article describes an upper-level instrumental laboratory for undergraduates that explores the complementary nature of IR and NMR spectroscopy for analysis of several edible fats and oils that are structurally similar but differ in physical properties and health implications. Five different fats and oils are analyzed for average chain length,…

A new technique for the proper checking and banning of organic food items is proposed. The analysis of the nitrogen isotope ratio present in the food is found to be a perfect standard for the organic checking of the food products.

Moderate-pressure catalytic hydrogenation is often overlooked as a classroom demonstration because of the awkwardness of the equipment and the time constraints required for the conversion of reactants to products. This article demonstrates the reduction of maleic acid in about 90 minutes. (Contains 1 table and 1 figure.)

The analysis describes an NMR experiment for the general chemistry laboratory, which employs an unknown imidazole solution to measure the pH values. The described mechanism can also be used for measuring the acidity within the isolated cells.