Handout 7 - -OH 2.1 bromo Br 1.0 chloro -Cl 1.0 fluoro -F...

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Handout 7 Strain in Simple Alkanes 3.1-3.3 Interaction Type of Strain Energy (kJ/mol) C-H, C-H eclipsed Torsional 4 C-CH3, C-H eclipsed Torsional 5 C-CH3, C-CH3 eclipsed Torsional, Steric 17 CH3, CH3 gauche Steric 3.3 Strain in Axially-substituted Cyclohexane 3.10-3.12 Substituent Steric Strain Caused by 1,3-Diaxial Interactions with an Axial H (kJ/mol) methyl –CH 3 3.6 ethyl -CH 2 CH 3 4.0 isopropyl -CH(CH 3 ) 2 4.3 t -butyl -C(CH 3 ) 3 11.4 -CO 2 H 2.9 hydroxy
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Unformatted text preview: -OH 2.1 bromo Br 1.0 chloro -Cl 1.0 fluoro -F 0.5 cyano -CN 0.4 Chair Cyclohexane, Color-coded to Indicate Bonds that are Parallel 3.7-3.8 Br Wedged = Up E ax D eq F eq A ax C ax B eq H ax G eq I eq J ax L ax K eq Dashed = Down K ax L eq J eq I ax G ax H eq eq = equatorial, ax = axial Cl Br Cl Cl Cl Br Br Br Cl Br Cl Cl Br Cl Br Cl Br B ax C eq A eq F ax D ax E eq...
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This note was uploaded on 03/23/2010 for the course CHEMISTRY 3361 taught by Professor Any during the Spring '10 term at Kennesaw.

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Handout 7 - -OH 2.1 bromo Br 1.0 chloro -Cl 1.0 fluoro -F...

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