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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: RH111 on April 08, 2021, 03:02:26 AM

Title: Stereogenic Center Criteria (Are E-Z Stereoisomers Considered Distinct Groups?)
Post by: RH111 on April 08, 2021, 03:02:26 AM
Hi,

From what I understand, for a Carbon atom to be a stereogenic center, it needs to be bonded to 4 distinct groups.  I was wondering whether two stereoisomers (of the E and Z configurations) would be considered distinct groups and make the compound chiral; or if they are considered identical and thus make the compound achiral.

Thanks!
Title: Re: Stereogenic Center Criteria (Are E-Z Stereoisomers Considered Distinct Groups?)
Post by: Borek on April 08, 2021, 03:16:47 AM
I was wondering whether two stereoisomers (of the E and Z configurations) would be considered distinct

Yes.
Title: Re: Stereogenic Center Criteria (Are E-Z Stereoisomers Considered Distinct Groups?)
Post by: RH111 on April 09, 2021, 03:53:00 AM
Thanks for your response. In that case how would I assign priority to those groups (the E-Z stereoisomers) to determine the R-S configuration of the molecule?

~RH111
Title: Re: Stereogenic Center Criteria (Are E-Z Stereoisomers Considered Distinct Groups?)
Post by: Borek on April 09, 2021, 10:48:43 AM
Come on, have you even tried?

https://en.wikipedia.org/wiki/Cahn–Ingold–Prelog_priority_rules#Geometric_isomers (https://en.wikipedia.org/wiki/Cahn–Ingold–Prelog_priority_rules#Geometric_isomers)