Draw all the possible chair-like conformations of compounds 1-2. In the presence of a strong base, compound 1 undergoes an elimination following an E2 mechanism to generate the most substituted and thermodynamically most favoured alkene 3, while compound 2 generates the less stable alkene 4. Knowing that the E2 mechanism requires the two leaving groups to be antiperiplanar, use the chair-like structures of compounds 1 and 2 to justify this difference in reactivity. CH3 CH3 Br E2 more stable alkene CH3 Br CH3 E2 less stable alkene 4. 2.

Draw all the possible chair-like conformations of compounds 1-2. In the presence of a strong base, compound 1 undergoes an elimination following an E2 mechanism to generate the most substituted and thermodynamically most favoured alkene 3, while compound 2 generates the less stable alkene 4. Knowing that the E2 mechanism requires the two leaving groups to be antiperiplanar, use the chair-like structures of compounds 1 and 2 to justify this difference in reactivity. CH3 CH3 Br E2 more stable alkene CH3 Br CH3 E2 less stable alkene 4. 2.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 25VC: The following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy...

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