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Topic: R/S naming question  (Read 4539 times)

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Offline phoenixdustlandfall

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R/S naming question
« on: November 21, 2010, 12:49:55 AM »
Sorry but I cannot post a pic but the following molecule:

(1R,3R) - 1 - secbutyl-3-methylcyclopentane

Why is there not a 3rd stereocenter in the secbutyl (looking at it as a carbon with ethyl/methyl/hydrogen)

Thank you

Offline MissPhosgene

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Re: R/S naming question
« Reply #1 on: November 21, 2010, 01:08:02 AM »
It may be racemic at that center, but that should be indicated in the name.
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Offline phoenixdustlandfall

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Re: R/S naming question
« Reply #2 on: November 21, 2010, 01:19:14 AM »
Thank you. This was taken from a practice exam (the answer given by the instructor) I just couldn't figure out why it wouldn't be counted! I will ask him?

Offline discodermolide

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Re: R/S naming question
« Reply #3 on: November 21, 2010, 06:51:00 AM »
Sorry but I cannot post a pic but the following molecule:

(1R,3R) - 1 - secbutyl-3-methylcyclopentane

Why is there not a 3rd stereocenter in the secbutyl (looking at it as a carbon with ethyl/methyl/hydrogen)

Thank you

The sec butyl group is not chiral
Development Chemists do it on Scale, Research Chemists just do it!
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Offline sjb

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Re: R/S naming question
« Reply #4 on: November 21, 2010, 09:05:58 AM »
Sorry but I cannot post a pic but the following molecule:

(1R,3R) - 1 - secbutyl-3-methylcyclopentane

Why is there not a 3rd stereocenter in the secbutyl (looking at it as a carbon with ethyl/methyl/hydrogen)

Thank you

The sec butyl group is not chiral

Are you sure? Or do you mean it's just not specified (a la MissPhosghene). How many chiral centres do you see in this molecule?


Offline discodermolide

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Re: R/S naming question
« Reply #5 on: November 21, 2010, 11:08:27 AM »
just testing
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Offline phoenixdustlandfall

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Re: R/S naming question
« Reply #6 on: November 21, 2010, 01:23:00 PM »
Thank you everyone=) The instructor has replied and said it was just a typo. *whew!!

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