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enter image description here This is my attempt at solving this problem. I get 6 products. However my book says the answer is 5 products.

  • 1
    $\begingroup$ III and IV are the same. You can rotate III to make IV $\endgroup$
    – Waylander
    Oct 7 '20 at 18:54
  • $\begingroup$ I have to rotate the structure III in the plane of paper. How do you get IV from III by rotating it ? I don't get it. If I rotate III in the plane of paper 180 degrees, the structure remains the same, it doesn't change and it surely doesn't become IV. $\endgroup$ Oct 7 '20 at 19:53
  • $\begingroup$ Turn the paper over and look through it $\endgroup$
    – Waylander
    Oct 7 '20 at 20:13
  • $\begingroup$ Is rotation out of the plane of paper allowed in Fischer projections? $\endgroup$ Oct 7 '20 at 20:21
  • $\begingroup$ Are we assuming only one chlorination? $\endgroup$
    – Zhe
    Nov 6 '20 at 20:07

Elaborating on what Waylander said, The C-2 carbon chlorine should be in S configuration so both (III) and (IV) structures can't be correct and only one with S configuration(IV) will be considered and rotating that will result in the other structure.


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