Stereogenic center?

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.

pty21

New Member
7+ Year Member
Joined
Apr 17, 2016
Messages
10
Reaction score
0
Can someone explain to me why the double bond counts as a stereogenic center?

Members don't see this ad.
 

Attachments

  • Screen Shot 2016-04-16 at 6.52.17 PM.png
    Screen Shot 2016-04-16 at 6.52.17 PM.png
    157.1 KB · Views: 79
double-bonds can result in cis / trans diastereomers.

Yes - but not ALL alkenes are considered to have a stereogenic center, right? In order for an alkene to be considered Cis/Trans and therefore possibly having a stereo center, each carbon on the double bond must have two different substituent groups. But in this case, it only one of the double bonded carbons have two different substituent groups. So how is this double bond still considered to have a stereogenic center?
 
Yes - but not ALL alkenes are considered to have a stereogenic center, right? In order for an alkene to be considered Cis/Trans and therefore possibly having a stereo center, each carbon on the double bond must have two different substituent groups. But in this case, it only one of the double bonded carbons have two different substituent groups. So how is this double bond still considered to have a stereogenic center?

The answer explained it's Z configuration since the "upper" region has higher priority according to the Cahn-Ingold_prelog priority rules.
 
Yes - but not ALL alkenes are considered to have a stereogenic center, right? In order for an alkene to be considered Cis/Trans and therefore possibly having a stereo center, each carbon on the double bond must have two different substituent groups. But in this case, it only one of the double bonded carbons have two different substituent groups. So how is this double bond still considered to have a stereogenic center?

All four of the substituents on the alkene are different. Don't just look at the first or second carbon atom away from the alkene. If they're equivalent, the symmetry must go all the way around.
 
Top