ChemTube3D Clayden, Greeves, Warren, Wothers Organic ChemistryUniversity of Liverpool Chemistry DepartmentChemTube3D

Elimination

E2 Regioselective Elimination from Menthyl Chlorides to Menthenes

Click the structures and reaction arrows to view the 3D models and animations respectively

Stereospecific E2 eilimination

Stereospecific E2 eliminations - two diastereoisomeric chlorides Diastereoisomer A and Diastereoisomer B derived from menthol give two different regioisomers of alkene.
Manipulate the conformations to explore the arrangements of the protons and the chlorine. Are they anti-periplanar as required for E2?

Examine the animated energy plots of Diastereoisomer A and Diastereoisomer B to determine the relative energies of the anti-periplanar conformations required for E2 elimination.