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I have problem in determining the CIP priorities in (S)-ketamine.

esketamine, from USP 2007

What is the order of priorities for esketamine? Does the carbon bonded to the ring with chlorine have higher priority compared to the carbon bonded to oxygen?

andselisk
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Silvia95
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    N > (C=O){O,O,C} > C-arom{C,C,C} > (CH2){C,H,H}. The configuration is S. You don't have to go out as far as the carbon bearing the chlorine to make a decision. – user55119 May 11 '21 at 19:42
  • Thank you! Is it possible exchange the CH2 group with the C-aryl so that the CH2 at lowest priority is on the back? – Silvia95 May 12 '21 at 10:24
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    By "back" do you mean draw the structure such that the -CH2- is dotted? Yes you can as long as you don't break any bonds. Make a molecular model and rotate it to see the result. If you dont have a model kit, use a potato and toothpicks arranged as a tetrahedron. Label the toothpicks with the groups. – user55119 May 12 '21 at 14:33
  • Silvia95: You can visualize (S)-ketamine here as the last item in the first group. http://ursula.chem.yale.edu/~chem220/chem220js/STUDYAIDS/isomers/RS14272/RSEZ14161.html – user55119 May 12 '21 at 19:57

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