CHP_7_Stereochemistry

CHP_7_Stereochemistry - Spring 2007 Chapter 7...

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Spring 2007 CHM 201 Chapter 7: Stereochemistry R R' R''' R'' Chiral carbon: a carbon with four different atoms attached to it. R R' R''' R'' R' R R'' R''' Drawing the mirror image will give you the enantiomer Determining “R” and “S” Configurations Rules: 1) Assign priorities to each atom attached to the chiral carbon by their atomic number. a. #1 highest priority b. #4 lowest priority c. if there is a tie, move to the next atom until tie is broken d. double bonds = 2 single bonds 2) With the lowest priority group (#4) pointing away from you (dashed wedge), move from priority 1 2 3 4 a. If lowest priority group is pointing at you (solid wedge), switch rotation 3) Clockwise = R configuration Counterclock = S configuration Example: Cl H #1 #2 #3 #4 Clockwise rotation: R configuration Example: I Cl H O #1 #2 #3 #4 Looks like it is a counterclockwise rotation (S), but because #4 is pointing at you, we reverse the rotation to clockwise (R).
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Spring 2007 CHM 201 Drawing Enantiomers:
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CHP_7_Stereochemistry - Spring 2007 Chapter 7...

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