Elimination

E2 Regioselective Elimination from Menthyl Chlorides to Menthenes

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Click the structures and reaction arrows in sequence 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.

 

 

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