April 27, 2024, 10:41:39 AM
Forum Rules: Read This Before Posting


Topic: Diels-Alder Drama  (Read 4663 times)

0 Members and 1 Guest are viewing this topic.

Offline SrV

  • New Member
  • **
  • Posts: 6
  • Mole Snacks: +0/-0
Diels-Alder Drama
« on: March 05, 2013, 12:15:32 PM »
Hello I am a student wondering when should a Diels-Alder product be optically active or not?

Sincerely,
Confused


Mod Edit: It is Diels-Alder. Corrected.
« Last Edit: March 05, 2013, 12:40:20 PM by Dan »

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Diels-Alder Drama
« Reply #1 on: March 05, 2013, 12:41:40 PM »
You must show you have attempted the question, this is a Forum Rule.

What symmetry properties must a molecule have to be optically active?
My research: Google Scholar and Researchgate

Offline SrV

  • New Member
  • **
  • Posts: 6
  • Mole Snacks: +0/-0
Re: Diels-Alder Drama
« Reply #2 on: March 05, 2013, 01:00:08 PM »
More specifically the reactions:

3-sulfolene  indirect heated with

1) dimethyl maleate

2) dimethyl fumarate.
Mentally see products but not optical activity.

Offline SrV

  • New Member
  • **
  • Posts: 6
  • Mole Snacks: +0/-0
Re: Diels-Alder Drama
« Reply #3 on: March 05, 2013, 01:02:09 PM »
You must show you have attempted the question, this is a Forum Rule.

What symmetry properties must a molecule have to be optically active?

Chirality and ability to rotate polarized light.

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Diels-Alder Drama
« Reply #4 on: March 05, 2013, 02:06:30 PM »
What symmetry properties must a molecule have to be optically active?

Chirality and ability to rotate polarized light.

"The ability to rotate polarised light" is just rephrasing the term "optically ative". A molecule is optically active if it is chiral.

So, are the products of those two reactions chiral or not?

Hint: Look up the definition of chiral.
My research: Google Scholar and Researchgate

Offline SrV

  • New Member
  • **
  • Posts: 6
  • Mole Snacks: +0/-0
Re: Diels-Alder Drama
« Reply #5 on: March 05, 2013, 10:58:06 PM »
Dear Dan I have completed the reactions and they both in the cis form have two chiral Carbons and are symmetric.

Offline camptzak

  • Full Member
  • ****
  • Posts: 159
  • Mole Snacks: +12/-11
Re: Diels-Alder Drama
« Reply #6 on: March 05, 2013, 11:59:54 PM »
can you slam us up with some structures?
"Chance favors the prepared mind"
-Louis Pasteur

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Diels-Alder Drama
« Reply #7 on: March 06, 2013, 02:06:44 AM »
Dear Dan I have completed the reactions and they both in the cis form have two chiral Carbons and are symmetric.

Sounds like you got this wrong, please post structures.
My research: Google Scholar and Researchgate

Offline SrV

  • New Member
  • **
  • Posts: 6
  • Mole Snacks: +0/-0
Re: Diels-Alder Drama
« Reply #8 on: March 09, 2013, 08:44:04 PM »
these isomers are amazingly rare in that they are named differently yet only are different in their conformation. 
Thank you for helping me learn more about then and their results.

Sponsored Links