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.

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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
1
3
CH3
„Br
CH3
E2
less stable alkene
2
4
Transcribed Image Text: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 1 3 CH3 „Br CH3 E2 less stable alkene 2 4
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