The ability to elucidate the structure of organic compounds from their nuclear magnetic resonance (NMR), infrared (IR), and mass spectrometry (MS) spectra is an essential skill, particularly for those engaged in the fields of synthetic and analytical organic chemistry. Spectral analysis constitutes a fundamental component of the curriculum for all…

The synthesis of a [2]rotaxane through three- or five-component coupling reactions has been adapted to an organic chemistry experiment for upper-division students. The experimental procedure addresses the search for the most favorable reaction conditions for the synthesis of the interlocked compound, which is obtained in a yield of up to 71%.…

Recently, topical products advertising cannabinoid ingredients have gained popularity. Consumers are seeing an increase of commercial products containing ingredients from hemp oil to cannabidiol (CBD) due to health benefit claims. Cosmetic products containing cannabinoids are currently not regulated at the federal level. A laboratory experiment…

Amides are usually prepared using amines and acyl halides, which often implies a two-step procedure. Alternatively, coupling reagents can be used in a single-step reaction with good yields, which seems to be suitable for organic chemistry laboratory classes. This work was designed to synthesize "N"-hexylcinnamamide through a one-step…

Chemometric techniques such as partial least-squares (PLS) regression have been applied with huge success to a wide array of chemical problems including multicomponent analysis of analytes in complex mixtures. Despite this, there are few examples of laboratory pedagogical exercises that involve students in the acquisition of chemical data from…

The reduction of alkenes usually involves a hydrogen source and a catalyst. This process is both expensive and not well-suited for a large teaching laboratory. This paper presents an alternative procedure using a mixture of cobalt chloride and sodium borohydride to achieve the reduction of methyl oleate to methyl stearate. This procedure is safe,…

Nitrate is a crucial parameter for assessing water quality, owing to its dual function in ecological systems. These functions can be beneficial or detrimental depending on whether nitrate concentrations are low or high, respectively. The ultraviolet spectrophotometric method (standard as 4500-NO[subscript 3]--B) is a classic method for determining…

[superscript 1]H NMR spectroscopy is a molecular characterization technique that is ubiquitously used in research and teaching laboratories alike. Strategic deuteration of molecules is a commonly employed technique in the deconvolution of [superscript 1]H NMR signals. Here this approach is applied in a second-year chemistry course in which…

The design of undergraduate laboratory courses that provide meaningful research-based experiences enhances undergraduate curricula and prepares future graduate students for research careers. In this article, a course-based undergraduate research experience (CURE) laboratory module was designed for upper-division undergraduate biochemistry and…

A robust laboratory protocol for the three-step synthesis of "p"-tolyl 2,3,4,6-tetra-"O"-benzoyl-1-thio-[beta]-d-glucopyranoside from commercial glucose pentaacetate is reported. The previously reported procedures have been modified to accommodate laboratories and students without proper training or equipment needed to conduct…

The Fourier transformation (FT) is a mathematical process frequently encountered by chemistry students. However, it remains an automated background process perceived by many students as difficult to understand. In this paper we present a simple open-source web application, which can help students to understand the basics of the FT applied to…

An experiment for the undergraduate organic chemistry laboratory involving a method for the isolation of eugenol from cloves has been developed. The experiment employs microwave-assisted extraction (MAE) of the essential oil from whole cloves using aqueous ethanol and the subsequent isolation of eugenol by acid-base extraction. The MAE allows for…

An experiment for the synthesis of N-acyl derivatives of natural amino acids has been developed as part of the Distributed Drug Discovery (D3) program. Students use solid-phase synthesis techniques to complete a three-step, combinatorial synthesis of six products, which are analyzed using LC-MS and NMR spectroscopy. This protocol is suitable for…

Almost all commercial quadrupole ICP-MS instruments use collision/reaction cells to either attenuate spectral interferences or shift the analyte of interest to an interference-free "m/z" (e.g., by O addition). A laboratory practical was developed to introduce the students to the basic operating principles of ICP-MS using a hands-on…

A low-cost, time-resolved spectroscopy experiment appropriate for third year physical chemistry students is presented. Students excite o-methyl red in basic solutions with a laser pointer and use a modular spectrometer with a CCD array detector to monitor the transient spectra as the higher-energy cis conformer of the molecule converts back to the…