Atten. Orgodox!!! Destroyer #107

[happyana]

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This is a relatively easy problem but for some reason I can't understand why some of the carbons aren't chiral and why some are chiral. My textbook only has one example of chirality in aromatic compounds. Any help would be amazing.

 

[Simiam]

Look for it to have 4 different substiuents.

 

[drgreen]

thats right, you need 4 different substituents on any given C for it to be chiral.

a C is therefore not chiral if:
it has two H's attached to it (b/c not all 4 groups are different, there are 2 h's)
it's sp2 hybridized, (like a ketone or carbonyl carbon, because there are only 3 groups attached, not 4)

 

[Orgodox]

Not much more to add green put it nicely. Its so annoying when you someone adds nothing to answer a question that was already answered perfectly well so for that sake Ill leave it at that.

Be sure you understand this though its important, dont overlook it. If your still unclear let me know and Ill try and rephrase it until you got it.

Also a quick trick to what green mention about having 2 Hs is: Look for the points meaning.....Look at either alpha carbon to the carbonyl on the left hand side of 107, Since it comes to a point (ie only 2 groups attached to the carbon) then they must have 2 Hs and its not chiral so move on. Any time you see a point its not chiral and you dont really need to think much just look to the next one.

 

[happyana]

thanks guys. i was just a little confused about the carbonyl group so thanks for clearing that one up. wow. i dunno what'd i do with this forum.