Stereochem questions

[manifesto]

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1) If you do a chair flip of a compound with 2 chiral centers, are the flipped compound and the original enantiomers?

2) If you flip a chair with no chiral centers (due to symmetry), are they identical?

 

[DAT Destroyer]

First I want to state this is not something you should see on the DAT, and I have noted you have already taken the DAT.

Manifesto, this is Dr. Romano's revised answer. Dr. Romano holds a Phd in Organic Chemistry and just loves it...I don't share his passion for Orgo.

If a single group is present.....and we flip the ring..we have a conformer. If 2 groups are present.....things get complicated,,,,,,I have seen professors get this wrong. Ok..If the 2 groups are different,,,say methyl and ethyl.....1,2.....1,3 or 1,4,,,,,,cis and trans molecules give CONFORMATIONAL DIASTEREOMERS upon the flip. Now,,,,,if the groups are the same,,,,, a Cis 1,2 gives a CONFORMATIONAL ENANTIOMER ,,,,,,Trans 1, 3 gives an Identical compound,,,,,,, and Cis 1,4 gives an Identical Compound as well......all the rest give Conformational Diastereomers . I hope this helps.....Excellent Question !!!!

Dr. Jim Romano

 

[manifesto]

Thanks! Also thanks for making such a great resource for the DAT.

 

[DAT Destroyer]

Thanks! Also thanks for making such a great resource for the DAT.

Thanks for the appreciation..Check back in a few minutes, Dr. Romano is not happy with his answer and is making a few minor adjustments, his Organic Chemistry skills are awesome, his typing skills, well not the best.

Nancy