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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Nirvana on March 03, 2012, 09:07:26 PM

Title: Chirality centres in Darvon
Post by: Nirvana on March 03, 2012, 09:07:26 PM

I'm struggling to understand how both the chirality centres in Darvon (dextropropoxyphene) are in the R configuration, but according to my textbook that's the correct answer. I had thought that the carbon attached to the dimethylamino group was in the R configuration and that the other chiral carbon was in an S configuration, so if someone could explain to me why that's incorrect, I would appreciate it.

Title: Re: Chirality centres in Darvon
Post by: Nirvana on March 03, 2012, 09:29:36 PM

Oops, sorry, I meant to say that I thought that C2 was in the S-configuration and that C3 was in the R-configuration.

Title: Re: Chirality centres in Darvon
Post by: sjb on March 04, 2012, 05:47:50 AM

Quote from: Nirvana on March 03, 2012, 09:29:36 PM

Oops, sorry, I meant to say that I thought that C2 was in the S-configuration and that C3 was in the R-configuration.

Can you upload a picture explaining how you think the centres are assigned?

Title: Re: Chirality centres in Darvon
Post by: AWK on March 04, 2012, 08:09:35 AM

http://en.wikipedia.org/wiki/Darvon

Title: Re: Chirality centres in Darvon
Post by: Nirvana on March 04, 2012, 07:48:02 PM

Wow, I'm so sorry, and thank you! I guess I've learned that I can't assume the answers given in the textbook are correct. That makes much more sense.