A multi-session research-like module has been developed for use in the undergraduate organic teaching laboratory curriculum. Students are tasked with planning and executing the synthesis of a novel fluorous dye molecule and using it to explore a fluorous affinity chromatography separation technique, which is the first implementation of this technique in a teaching laboratory. Key elements of the project include gradually introducing students to the use of the chemical literature to facilitate their searching, as well as deliberate constraints designed to force them to think critically about reaction design and optimization in organic chemistry. The project also introduces students to some advanced laboratory practices such as Schlenk techniques, degassing of reaction mixtures, affinity chromatography, and microwave-assisted chemistry. This provides students a teaching laboratory experience that closely mirrors authentic synthetic organic chemistry practice in laboratories throughout the world.

A Research Module for the Organic Chemistry Laboratory: Multistep Synthesis of a Fluorous Dye Molecule

Organic syntheses : collective volumes I, II, III, IV, V cumulative indices

This article describes a wide range of commercially available UV–vis spectrometers, with particular emphasis on educational models, and how this technique can be included in all aspects of the chemistry curriculum. Portable instrumentation and new software technologies are also highlighted.

UV–Visible Spectrometers: Versatile Instruments across the Chemistry Curriculum

For the immediate detection of gaseous strong acids, it is advantageous to employ colorimetric textile sensors based on halochromic dyes. Thus, a rhodamine dye with superior pH sensitivity and high thermal stability was synthesized and incorporated in nylon 6 and polyester fabrics to fabricate textile sensors through dyeing and printing methods. The spectral properties and solubility of the dye were examined; sensitivity to acidic gas as well as durability and reversibility of the fabricated textile sensors were investigated. Both dyed and printed sensors exhibited a high reaction rate and distinctive color change under the acidic condition owing to the high pH sensitivity of the dye. In addition, both sensors have outstanding durability and reversibility after washing and drying.

https://www.mdpi.com/2073-4360/12/2/431/pdf

Fabrication of Colorimetric Textile Sensor Based on Rhodamine Dye for Acidic Gas Detection

Synthesis, spectroscopic and photophysical studies of xanthene derivatives

The synthesis of dyes has long been a popular topic in organic chemistry laboratory experiments because it allows students to see first hand that reactions learned in class can be used to make compounds with useful applications In this experiment electrophilic aromatic substitution reactions are used to synthesize several triarylmethane and xanthene dyes (fluorescein, erythrosin B, thymolphthalein, and rhodamine B) These dyes can be readily synthesized using equipment found in most common second-year organic labs Hydroscopic Lewis acids, which are often troublesome to use in a typical lab setup, are avoided The dyes synthesized in this experiment can each be completed in one four-hour laboratory session Approximately 30 minutes in a subsequent period will be required for UV�vis analysis, and the student samples give UV�vis spectra that match commercially available dye samples

/pdf/synthesis-of-triarylmethane-and-xanthene-dyes-using-1pafl8044r.pdf

Kelly A. Daggett

Papers

Synthesis of Triarylmethane and Xanthene Dyes Using Electrophilic Aromatic Substitution Reactions