7.79 We treat each chiral center separately. For each chiral center, we redraw one of the horizontal lines as a wedge, and we redraw one of the vertical lines as a dash, and then we assign priorities (1-4), and finally assign a configuration. This process is repeated for each chiral center, giving the following configurations: H- HO COOH R OH 101 -H CH₂OH S inans sdT la to opisooladi gri

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I'm confused as to why the chiral centers are the was they are. I understand that the horizontal lines are wedged and vertical are dashed. Wouldn't the first priority be the carboxylic acid, then alcohol, the carbon, and then the hydrogen? The book is saying that one method is to keep two of the straight lines and pick one group to be dashed and one to be wedged. Then switch the last priority group (H) with whatever group you chose to be on the dash. Whatever configuration you get, make it the opposite since you switched groups. And when I use this method I end up getting S when the top one should be R.

e
DETAILED SOLUTIONS
7.79 We treat each chiral center separately. For each chiral center,
we redraw one of the horizontal lines as a wedge, and we redraw one
of the vertical lines as a dash, and then we assign priorities (1-4),
and finally assign a configuration. This process is repeated for each
chiral center, giving the following configurations:
HO COOH
R
H- -ОН
5841101
S
-H
CH₂OH
HO-
337
lls to apie
Transcribed Image Text:e DETAILED SOLUTIONS 7.79 We treat each chiral center separately. For each chiral center, we redraw one of the horizontal lines as a wedge, and we redraw one of the vertical lines as a dash, and then we assign priorities (1-4), and finally assign a configuration. This process is repeated for each chiral center, giving the following configurations: HO COOH R H- -ОН 5841101 S -H CH₂OH HO- 337 lls to apie
PROBLEMS For each compound below, determine the configuration of every chiral center. Then draw the enantiomer of each com-
pound below (the COOH group is a carboxylic acid group).
7.79
H
HO
COOH
H
OH
-H
CH₂OH
Transcribed Image Text:PROBLEMS For each compound below, determine the configuration of every chiral center. Then draw the enantiomer of each com- pound below (the COOH group is a carboxylic acid group). 7.79 H HO COOH H OH -H CH₂OH
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