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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: shae on January 22, 2015, 05:56:16 PM

Title: IUPAC Name for Hexacyclus
Post by: shae on January 22, 2015, 05:56:16 PM
Hello together,

may you can help me to find a IUPAC name for this guy here?

It's importent for my thesis.

Thank you very much

The Start should may be 1-phenyl-1,2,3,3a-tetrahydrobenzo[d]pyrrolo[2,1-b]oxazole for the first three rings. But how to connect the next ring in that name?

Or is the benzoxazole-ring should be prior instead of the most prior single ring - oxazole?

-shae

PS: stereochemistry does not matter, its racemic
Title: Re: IUPAC Name for Hexacyclus
Post by: Dan on January 23, 2015, 09:22:20 AM
PS: stereochemistry does not matter, its racemic

Relative stereochemistry does matter, even if it is racemic. I think* this compound can exist as 10 possible stereoisomers - 4 enantiomeric pairs and two meso compounds.

Saying it is racemic is not enough, you have to indicate which pair of enantiomers it is.


*A cursory "back of the envelope" analysis, the numbers here may not be correct but my point that stereochemistry matters is still relevant.
Title: Re: IUPAC Name for Hexacyclus
Post by: shae on January 28, 2015, 04:32:20 AM
1H-NMR says its one diastereomer. X-ray diffraction gave me a C2-symmetrical structure.

I will just call it Hexacyclus.

But thanks for thinking of an solution.

Greetz
-shae 
Title: Re: IUPAC Name for Hexacyclus
Post by: Dan on January 28, 2015, 05:18:22 AM
I will just call it Hexacyclus.

Well if you're going to disregard all conventions of chemical nomenclature, at least call it something amusing. How about Jesus?
Title: Re: IUPAC Name for Hexacyclus
Post by: shae on February 02, 2015, 05:29:05 PM
I am still about a conventional nomenclature. First question ist still: What is the parent ring? oxazole or benzoxazole. And how to deal with the situation that there two equals of them.
Title: Re: IUPAC Name for Hexacyclus
Post by: orgopete on February 06, 2015, 03:50:18 PM
I am rather more blasé about nomenclature. In a journal, it could have a name like Structure 28.

With the structure, you could use any number of ways of naming it. If you want to use a semi-systematic name (1-chloro-2-methyl-chickenwire), then the central joined heterocycles are probably named something like 2,2'-bibenzoxazoline. I'm not advocating this name, simply naming the parent ring(s).