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Chemistry Homework Help => Organic Chemistry => Topic started by: metalmagik on December 07, 2011, 08:11:36 PM

Title: NMR
Post by: metalmagik on December 07, 2011, 08:11:36 PM
Hi,

In 13-C NMR, when a carbon on an aromatic ring is closer to a halogen such as Bromine than another carbon, does that make it a higher or lower ppm?

Thanks!!
Title: Re: NMR
Post by: uma on December 07, 2011, 08:45:59 PM
Bromine is very electronegative and Carbon of the ring bonded next to bromine atom are strongly deshielded. This results in shifting of the signal to high ppm.
Title: Re: NMR
Post by: metalmagik on December 07, 2011, 08:52:15 PM
Okay, that makes sense, but the carbons bonded DIRECTLY to the Bromine are supposed to be in the lower 40-50 ppm range, right? So then those carbons are 40-50, and the ones on the ring will then be descending, starting with the highest PPM closest to the bromine, and the lowest at the opposite tip of the ring? The molecule in question is meso-stilbene dibromide.
Title: Re: NMR
Post by: uma on December 08, 2011, 12:31:14 AM
De-shielded will go to higher ppm
Title: Re: NMR
Post by: uma on December 08, 2011, 12:59:57 AM
okay now you can see different carbons and the order of the deshielding
1-most and 5 least
Title: Re: NMR
Post by: uma on December 08, 2011, 01:06:51 AM
pl check this image