November 24, 2024, 05:32:02 PM
Forum Rules: Read This Before Posting


Topic: Chirality of a molecule  (Read 1621 times)

0 Members and 1 Guest are viewing this topic.

Offline cheshplja

  • Very New Member
  • *
  • Posts: 2
  • Mole Snacks: +0/-0
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

  • Sr. Member
  • *****
  • Posts: 2296
  • Mole Snacks: +189/-50
  • Gender: Male
  • Vena Lausa moris pax drux bis totis
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

  • Very New Member
  • *
  • Posts: 2
  • Mole Snacks: +0/-0
Re: Chirality of a molecule
« Reply #2 on: January 08, 2023, 04:47:46 PM »
Thanks for your help. Much appreciated :)

Offline clarkstill

  • Chemist
  • Full Member
  • *
  • Posts: 477
  • Mole Snacks: +77/-4
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

  • Full Member
  • ****
  • Posts: 839
  • Mole Snacks: +46/-62
  • Gender: Female
  • Online Chemistry and Organic Chemistry tutor
    • Online Chemistry Tutor
Re: Chirality of a molecule
« Reply #4 on: January 20, 2023, 07:11:34 AM »
Yes - left is R and right is S

Sponsored Links