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Please draw out the mechanism for the following reaction.

Topic: Synthetic Strategy Section: 7.10, 7.15A, 8.12 Difficulty Level: Hard 51. A synthetic strategy for converting trans-2-butene into pure cis-2-butene would consist of which of the following? A) Reaction with H2, NizB CP-2) B) caction with i Br2, CCl4; ii) 2 NaNH NH3(l): 111 Na, NH3 Cl) C) Reaction with H3O heat D) Reaction with i) Br2, CCl ii) 2 NaNH2, NH3(l); iii) H2, Ni B (P-2) E) None of these will successfully effect the desired transformation.

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