A Web-Based Stereochemistry Tool to Improve Students' Ability to Draw Newman Projections and Chair Conformations and Assign R/S Labels

A set of web-based stereochemistry tools which help students use virtual 3D models to translate Newman projections and chair conformations and assign R/S labels to stereocenters from 2D dashed-wedged structures is described. These tools are unique in the way they link 2D dashed-wedged structures to 3D models to help students develop visual/spatial skills. They also provide feedback on the individual parts of a student's attempt to switch between structural representations and apply the Cahn-Ingold-Prelog rules. The incorporation of these stereochemistry resources into an organic chemistry course led to improvements in students' ability to draw accurate Newman projections and chair conformations and assign R and S labels to stereocenters.