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hypervalent_iodine last won the day on October 31 2018

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About hypervalent_iodine

  • Rank
    Empress of Everything

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  • Interests
    Organic and medicinal chemistry
  • College Major/Degree
    Ph.D. in medicinal / synthetic chemistry and mycology
  • Favorite Area of Science
    Organic Chemistry
  • Occupation
    Postdoctoral research fellow

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  1. hypervalent_iodine

    Organic Research Project

    Not necessarily; with careful addition and control of equivalents I should think the esters would hydrolyse over the imide. A carbonate base may also do the trick.
  2. hypervalent_iodine

    Organic Research Project

    I didn’t say that. I said it can’t be done with an alkoxide. If you do the arrow pushing on the scheme you drew you should hopefully be able to see why it would never work. I also went on to say that in order to do the reaction you need hydroxide or some other aqueous base, but you can also use acid. I think hydroxide base would work fine, however.
  3. hypervalent_iodine

    Organic Research Project

    I’d say your main problem is that you can’t hydrolyse the ester with an alkoxide like that. You need a hydroxide, or you need to do it under acidic conditions.
  4. hypervalent_iodine

    Banned/Suspended Users

    Q-reeuss has been permanently banned for spamming the forum with nonsense.
  5. hypervalent_iodine

    Global/Generalized Sagnac Effect Formula

    ! Moderator Note Since the OP appears impervious to reason and genuine scientific rebuttal, this thread is closed.
  6. hypervalent_iodine

    Exam question.

    Could you show your attempts at solving the question?
  7. hypervalent_iodine

    Ionic Charges

    They are all possible, depending on the circumstance. There are some elements that will only exist in one oxidation state other than 0, and from those you can normally garner the oxidation state and charge of other elements. In your case my suspicion is that you are only being asked to look at the more easily explained ions that result from the gain or loss of electrons to satisfy the octet. In the case of sulfur, that would make the ion 2-, since it only needs to gain 2 electrons in order to do this.
  8. hypervalent_iodine

    Genesis 1&2 The Beginning - Based on the Scripture

    ! Moderator Note Quit the preaching. Thread closed.
  9. hypervalent_iodine

    Extraction of caffeine from tea

    Probably, but it’s not needed. You can get away with just using water.
  10. hypervalent_iodine

    Extraction of caffeine from tea

    Possibly. I would suggest you first steep the tea in hot water, filter it, cool the water, and extract the caffeine from that solution by partitioning over DCM. You are more likely to avoid organic contaminants that way. If you like you can then recrystallise from ethanol.
  11. hypervalent_iodine

    Does anybody feel me here

    ! Moderator Note If you can repost this in a way that is coherent and scientific, please do so (but in Speculations, please.)
  12. Your reasoning for only being able to use the diacid still doesn’t make sense to me. There is no reason (based on what you have said) that you couldn’t start with a monoprotected diacid or something with a terminal alkene. These functional groups are converted after esterification with the diol to give you the terminal carboxylic acid groups. You will still get the product you need. The procedure I attached is actually quite straight forward so far as these things go. I certainly wouldn’t describe it as complicated, in any case. I don’t know what sort of purification is suitable for you, not knowing what you have available. You said you were familiar with synthetic chemistry so I have to assume you know the basic methods we would use for this sort of thing? A column could work, but you might have to pretreat the silica with acetic or formic acid. Depending on the diacid you use, there might be other methods such as recrystallisation or trituration that could work as well.
  13. hypervalent_iodine

    TLC and polarity

    This is correct.
  14. Is there any reason you have to use the diacid? I have found some procedures, but they use a monoprotected version of the diacid (such as I mentioned in my previous post). For example, in this patent: Might not be very industry friendly (not sure), but you get the idea. I did also come across another paper that might be useful, but I don't have access to it.
  15. hypervalent_iodine

    TLC and polarity

    Without meaning to sound facetious, how do you think it might change it? Do you think that a polar solvent might be able to interact with the silica as well and if so, how might that change the ability for a polar substrate to move up the plate? Would it be more impeded or less?