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10-09 - Can we use the mirror plane method to demonstrate...

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1 H Cl H Cl Can we use the mirror plane method to demonstrate that the trans isomer is chiral whereas the cis isomer is achiral? trans cis H H Cl Cl 116 Cl H Cl H H Cl Cl H internal mirror plane no internal mirror plane H Cl H Cl Can we use the mirror plane method to demonstrate that the trans isomer is chiral whereas the cis isomer is achiral ? trans cis H H Cl Cl Cl H 117 Cl H H Cl Cl H internal mirror plane no internal mirror plane 1,3-Disubstituted Cyclohexanes trans -1,3-dimethylcyclohexane enantiomers CH 3 = CH 3 118 CH 3 CH 3 CH 3 CH 3 1, 3-Disubstituted Cyclohexanes cis -1,3-dimethylcyclohexane identical - meso CH 3 CH 3 119 120° CH 3 H 3 C Molecules with more than one stereocenter point of symmetry 120 H 3 C CH 3 H Cl Cl H 180 180° H 3 C Cl H CH 3 C H Cl CH 3 H Cl reflect H 3 C CH 3 H Cl Cl H rotate the same? enantiomers - two structures that are mirror images but are not identical chiral – having a non-identical mirror image Review: 121 meso - a structure that has diastereomers but is not chiral diastereomers - structures that are stereoisomers but are not enantiomers
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2 End of Chapter 5 132
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1 Nucleophilic Substitution Reactions Chapter 6 1 Some Examples of Substitution Reactions + C Cl
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