L9-1 CHEM 110L, Lecture 9 Experiment 6 – Diels Alder Reaction in Water Report due to TA mailbox Monday 6/10 by 5pm Diels-Alder [4+2] Cycloaddition Reaction During 1 hr Reflux - Drawer check - 10 points toward lab report & avoid grade drop • Take everything out of the drawer, wipe out drawer, make sure glassware is clean & intact and there’s nothing extra (personal items, duplicates, etc.). Students are responsible for visually inspecting each piece of glassware, whether or not it was used this quarter. Your TA will not be held responsible for final drawer checks. - UV-vis spectra of NEM Reaction Work-up = Vacuum filtration, wash w/ cold water Save some crude sample to take Melting Point (not boiling point!) later Mixed Solvent Recrystallization EDG EWG Δ + EDG EWG + mixture of other products N O O Δ HO OH + N O O Et 9-anthracenemethanol (NEM) N-ethylmaleimide H 2 O * 25mL RBF (not 15-mL) Diels-Alder Adduct Dissolve in minimum amount of hot toluene Add Et 2 O drop-wise until slightly cloudy solution after stirring