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Solutions for Structure and Synthesis of Alkenes C C H H PhPh C Ph H C Ph H Br Br II C C Br Br H Ph H Ph = stretched bond being broken or formed δ − δ − only geometric isomer possible from a concerted mechanism both Br anti-coplanar transition state cis 20 Ph H Ph Br Br H Ph H Ph Br I Br H H PhH Ph pi bond cis transition state δ − δ − H H3C H Br Br H3C H H3C H Br I Br H3C I C C Br Br H3C H CH3 H C H CH3 C H H3C Br Br I H3C C C H3C CH3 HH HH3C H = stretched bond being broken or formed δ − δ − only geometric isomer possible from a concerted mechanism both Br atoms anti-coplanar transition state cis 21 (S,S) pi bond cis transition state Br atoms at 180° δ − δ − 157