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Homework Help: TLC Analysis of a Synthesis Reaction

  1. Sep 23, 2011 #1
    This is the link for the assignment: http://imageshack.us/f/840/assignmentsynthesisofev.jpg/

    1. The problem statement, all variables and given/known data

    Given in the link

    2. Relevant equations

    Why would the proposed synthesis be successful if the reaction stopped after 2 hrs?
    How does H attack compound 2 to create compound 3?

    3. The attempt at a solution

    After 2 hrs. Compound 1 is higher than compound 2. Compound 1 is less polar than compound 2. So if that was the case, than the products would be compound 2.

    I don't understand why H would react with the OH group and detach it away from Compound 2.

    Thank you for the help!
  2. jcsd
  3. Sep 23, 2011 #2


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    Science Advisor
    Homework Helper
    Gold Member

    You need to answer the following:

    1. Why at 1 hour are there two spots and what do they represent. Draw them in ChemDraw.
    2. What is likely in the pot at two hours.
    3. Why is this initially-formed product at a lower Rf than the starting material.
    4. Is it possible that the second product formed was a reaction product of your starting material and why or why not?
    5. What is the likely structure of the second product. Use ChemDraw.
  4. Sep 24, 2011 #3
    ^^ Thanks
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