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Topic: Chirality of a molecule  (Read 1198 times)

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Offline cheshplja

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Chirality of a molecule
« on: January 08, 2023, 06:13:17 AM »
Hi. I have a problem and I need help solving it.

I have this molecule, which is a male produced sex pheromone (component) of a beetle. I know that it (3,5-dimethyl-6-(1-methylbutyl)-pyran-2-one) is chiral and I've identified the chiral center. But I'm an ecologist, not a chemist and it's been a few years since I've attended organic chemistry classes. Can you guys help me determine which of the bottom two in the image is the S and R enantiomer and an explanation would be welcome as well. Did I even draw these correctly?

Thank you in advance.

Offline Hunter2

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Re: Chirality of a molecule
« Reply #1 on: January 08, 2023, 08:26:37 AM »
The left molecule is S and the right one R configurated. Exchange the substituents that hydrogen is on bottom. H with Methyl and Ethyl with the pyranering. Order is pyrane, Ethyl, Methyl.

Offline cheshplja

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Re: Chirality of a molecule
« Reply #2 on: January 08, 2023, 04:47:46 PM »
Thanks for your help. Much appreciated :)

Offline clarkstill

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Re: Chirality of a molecule
« Reply #3 on: January 09, 2023, 08:24:36 AM »
The left molecule is S and the right one R configurated. Exchange the substituents that hydrogen is on bottom. H with Methyl and Ethyl with the pyranering. Order is pyrane, Ethyl, Methyl.

Don't you mean left is (R)?

Offline Vidya

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Re: Chirality of a molecule
« Reply #4 on: January 20, 2023, 07:11:34 AM »
Yes - left is R and right is S

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