E1 AND FRACTIONAL DISTILLATION 2011 SPRING

E1 AND FRACTIONAL DISTILLATION 2011 SPRING - E1...

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4/27/11 1 E1: Unimolecular Elimination Fractional Distillation Laboratory 7 S N 1 vs E1 (S N 2 vs E2)
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4/27/11 2 S N 1 vs E1 E1 mechanism
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4/27/11 3 S N 1 and E1 pathways often compete E1 Elimination Zaitsev’s rule More substituted bonds are more stable
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4/27/11 4 Procedure Fractionally distill cyclohexene as it is formed Dry product over K 2 CO 3 Purify cyclohexene via simple distillation Dry again, if necessary Test for unsaturation with Baeyer test Fractional distillation Clip hoses with metal clip Don’t use plastic connector on pot flask Insulate the pot flask, fractionation column and distillation head
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4/27/11 5 Baeyer test for unsaturation Appearance of brown solid indicates a positive test for unsaturation However, a significant difference in the number of drops required for color persistence is also a positive test result Tips and tricks Wrap distillation pot and column in aluminum foil Do not wrap foil around Keck clamps Keck clamps melt!
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