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1001 Questions #194
LoySonN
#1 Posted : Tuesday, July 27, 2010 9:17:14 PM
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I know its hard to explain absolute configuration with just words, however, every time i try and determine absolute configuration I am finding that I always get the opposite configuration compared with the answer. For this question, the lowest priority group, H, is already set in the back, so no rotation is required. However, I was wondering can explain the remainder priority groups as to get an S configuration.

Thank you,
Natasha
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#2 Posted : Thursday, August 19, 2010 9:41:44 PM
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Hi Natasha - just remember to 1) correctly assign priorities, 2) determine if groups are clockwise (R) or counterclockwise (S), and 3) decide if the lowest priority group is away from you or towards you (if so, reverse the configuration).

In this question, NH2 takes priority 1, COOH priority 2, and the large benzene group priority 3. The orientation of these groups are in an S configuration and the hydrogen is going into the page. Hence the absolute configuration of the chiral carbon in (1)-dopa is S.

I hope this helps and if you (or anyone) have any additional questions, please call me at 780-988-1845 / e-mail: MatthewWard_Prep101@hotmail.com...

Thanks, Matt
LoySonN
#3 Posted : Tuesday, August 24, 2010 2:38:24 AM
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Thanks very much. Ive actually finished my mcat. No stereochemistry on mine, thank god...but i appreciate the help.
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