convert cis-2-butene and trans-2-butene

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why can't you convert cis-2-butene into trans-2-butene simply by undergoing a rotation?

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  • convert cis-2-butene and trans-2-butene -

    Br2/CCl4; then 2 NaNH2; then Li/liq. NH3

  • convert cis-2-butene and trans-2-butene -

    ;;ll

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