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Solutions_Manual_for_Organic_Chemistry_6th_Ed 121

Solutions_Manual_for_Organic_Chemistry_6th_Ed 121 - 6-38 I...

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6-38 In systems where free rotation is possible, the H to be abstracted by the base and the leaving group (Br here) must be anti-coplanar. The E2 mechanism is a concerted, one-step mechanism, so the arrangement of the other groups around the carbons in the starting material is retained in the product; there is no intermediate to allow time for rotation of groups. (Models will help.) r:R CH 3 Ph H' H r/ C-C, - / ""CH Br Ph 3 transition state 8 - :t: :9CH3 Ph " " ••• , CH3 - "'C - C" . H�
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