DiSubstitutedCyclohexanesKEY

DiSubstitutedCyclohexanesKEY - Yes Cl Cl Cl Cl Cl Cl Cl Cl...

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Cl Cl Cl Cl Cl Cl H H H H cis -1,2 trans-1,2 1,1- Cl H Cl H Cl H H Cl Cl H Cl H Cl H Cl H Cl H Cl H CH 3 CH 3 H H Cl Cl Cl Cl Keq = 1 R or S? Chiral? Optically Active? Plane of symmetry? Which conformation favored? Cl Cl Cl Cl = = = = = = = No No No chiral centers Plane of symmetry through C1, C4, slice both Cl in half. No Yes No No Cl Cl Cl Cl lots of other possibilities 1 2 1 2 1 2 trans Cl Cl H H No σ R S R S R σ No σ in chair conformation therefore chiral σ in planar form therefore not optically active Cl Cl Keq = 1 Yes
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Unformatted text preview: Yes Cl Cl Cl Cl Cl Cl Cl Cl Cl H 3 C Cl H 3 C cis -1,3 cis -1,4 trans-1,3 trans-1,4 No Yes No No No equilibrium lies to right Keq = 1 Keq = 1 Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl Cl R R R R R Cl Cl No No No No No through C 2 and 4 through C 1 and 4 through C 1 and 4 through C 1 and 4...
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This note was uploaded on 05/13/2010 for the course CHEM 151L taught by Professor Roy,christopher during the Fall '08 term at Duke.

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