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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Bidagdha_TADIR on October 25, 2016, 07:59:26 AM

Title: Is this a chiral carbon?
Post by: Bidagdha_TADIR on October 25, 2016, 07:59:26 AM
Is the marked carbon in the following structure a chiral carbon?

       NO2
       |
Cl---C----Br
       |
       ONO

[Sorry, but I couldn't attach the structure from chemdraw for some reason].
Title: Re: Is this a chiral carbon?
Post by: sjb on October 25, 2016, 09:01:59 AM
O=NOC(Cl)(Br)N(=O)=O or O=N(=O)C(Cl)(Br)N(=O)=O? What are your thoughts? (Just need to check the structure as sometimes spacing throws these off)
Title: Re: Is this a chiral carbon?
Post by: Bidagdha_TADIR on October 25, 2016, 12:34:31 PM
@sjb, yes, I was talking about the structure on the left side. While the molecular formula is the same (NO2), the structural formula is not. So, will they be treated as the same or different functional groups? I think that they should be considered different and therefore the carbon should be chiral.

By the way, How did you upload it? I couldn't do it by using 'insert image'.

Title: Re: Is this a chiral carbon?
Post by: AWK on October 25, 2016, 12:52:17 PM
Quote
By the way, How did you upload it? I couldn't do it by using 'insert image'.
Just press quote on sjb post, and you can see SMILES codes for both structures. Such codes are converted for nice pictures on our forum.
Title: Re: Is this a chiral carbon?
Post by: orgopete on October 25, 2016, 06:11:47 PM
Hit the additional options button, then you can attach the image into the post.
Title: Re: Is this a chiral carbon?
Post by: lhpVietNam on November 01, 2016, 10:33:00 AM
I think: this is a chiral carbon. Because group -ONO ≠ -NO2
Title: Re: Is this a chiral carbon?
Post by: Bidagdha_TADIR on November 04, 2016, 08:00:42 AM
@lhpVietNam, my thoughts exactly. Its chiral. Thanks.