01933nam a22001937a 4500 20240530114410.0 240530b |||||||| |||| 00| 0 eng d 0021-9584 Montag, Shawn D. Utilizing the Imine Condensation in Organic Chemistry Teaching Laboratories to Reinforce Steric Effects, Electronic Effects, and Green Chemistry Principles (Journal Article) Washington DC :American Chemical Society ,2023 4456–4461p. Journal of Chemical Education Volume 100, 2023 - Issue 11, November 2023 ***______{For Hard Copy, Please visit Library.}________*** Abstract: The imine condensation reaction is commonly addressed in second semester organic chemistry classrooms as imines and their derivatives are found in many pharmaceutical scaffolds and biological and catalytic processes. Despite this, imine condensations are still absent from many organic chemistry laboratory curriculums. The work discussed here focuses on comparing the reactivity of the imine condensation with methyl t-butyl ether versus dichloromethane as the solvent as a way to better understand green chemistry along with analyzing steric and electronic effects on reaction. Three primary butyl amines with differing levels of steric hindrance are reacted with a wide variety of substituted aromatic aldehydes that range from electron donating to electron withdrawing. The products are analyzed using 1H NMR spectroscopy, and the percent conversion for each reaction is determined. The results of this work and strategies for implementation of an imine condensation project in second semester organic chemistry laboratory are presented. Laboratory Instruction| Organic Chemistry| Communication/Writing| Aldehydes| Green Chemistry| NMR| Spectroscopy https://doi.org/10.1021/acs.jchemed.3c00438 PER 0 0 0 0 RIEBPL RIEBPL 2024-05-30 0 2024-05-30 11:44:32 2024-05-30 PER 45964 45963