I in assigning R/S stereochemistyr

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SUMMARY

This discussion focuses on the challenges of assigning R/S stereochemistry in organic compounds, particularly when visualizing molecular structures. The user struggles with rotating molecules in their mind and prefers to use paper for visualization. They specifically mention difficulties with compounds where two substituents are in the front and two are in the back, complicating the assignment process. The user seeks guidance on how to effectively rotate these structures to determine their stereochemistry.

PREREQUISITES
  • Understanding of R/S stereochemistry nomenclature
  • Familiarity with molecular visualization techniques
  • Basic knowledge of organic chemistry and molecular structure
  • Experience with drawing and interpreting 3D molecular representations
NEXT STEPS
  • Research techniques for visualizing stereochemistry using software like ChemDraw or Avogadro
  • Learn about the Cahn-Ingold-Prelog priority rules for assigning R/S configurations
  • Explore 3D molecular modeling tools to practice rotating molecules
  • Study examples of complex stereochemical assignments in organic chemistry textbooks
USEFUL FOR

This discussion is beneficial for organic chemistry students, educators teaching stereochemistry, and researchers needing to assign stereochemical configurations in their work.

future_vet
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(There is no problem statement etc.)

I am having a very hard time figuring out how to assign R/S stereochemistry on certain compounds. I can't rotate molecules in my head without making mistakes, and so I rotate them on paper.

Let's take this example:
http://avogadro.chem.iastate.edu/CHEM331/331FinalKeyF03.pdf
Go to page 6 please, we have to label compounds.

When a molecule has 2 atoms in the plane, + 1 in the front and 1 in the back, I can rotate them. I keep one atom fixed, usually #2 (4 being the smaller, 1 the largest), and rotate the other 3.

However, and this is where I need help, I don't know what to do when I have molecules such as the ones on the left, where 2 are in the back and 2 in the front, and none in the plane of the paper/screen.

How can I rotate those on paper in order to assign R/S stereochemistry?

Thank you for any help you can give me!

~J.
 
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Actually I found this:
http://chem.pdx.edu/~wamserc/C334F99/4notes.htm

Thanks!
 
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