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Optically pure product

Discussion in 'DAT Discussions' started by koreano, 07.12.12.


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  1. koreano

    koreano

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    I just finished DAT qVAULT orgo test #2 and there is one question that I can't seem to wrap my head around... The question asks, Which of the following reactions will give an optically pure product? And the answer is 2-chloro pentane reacting with NaCN... Can someone explain to me why this is the case?
  2. koreano

    koreano

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    Does optically pure product refer to a product that only has ONE chiral center...?
  3. ktran17

    ktran17

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    read the question wrong =P.. sorry

    was reviewing my notes for chad at the same time and was on the optically inactive section XD
    Last edited: 07.12.12
  4. ah7391

    ah7391

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    No that's wrong.

    Optically pure means it only has one enantiomer. Since this reaction undergoes sn2 -CN is a typical substitution nucleophile for sn2 chemistry then it forms the inverse product only. All the product will have one chiral center.

    Basically you wont have a racemic mixture at all (when both enantiomers are in solution like sn1 chemistry does)
  5. koreano

    koreano

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    But when you react 2-chloro pentane with NaCN, dont you get 2-methyl-1-pentamine, which has a chiral center at carbon #2?
  6. ah7391

    ah7391

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    And optically INACTIVE is when the product is achiral (or meso, watch out for those!)
  7. koreano

    koreano

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    I thought so... Thanks ah7391
  8. ah7391

    ah7391

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    Np! Thank chad!

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