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Does glucose in its cyclic structure react with HI ?

  1. Nov 24, 2014 #1
    does glucose in its cyclic structure react with HI to form CH3-CH2-CH2-CH2-CH2-CH3?
    (open chain structure of glucose reacts with HI to form CH3-CH2-CH2-CH2-CH2-CH3)
     
  2. jcsd
  3. Nov 25, 2014 #2
    I believe so, yes. I think that the glucose would be reduced and would give n-hexane.
    It has been a while since I've looked at anything like this (which is bad since I have a final coming up), but I believe that an O-C bond would break and hydroxyl groups would lyse off from there. I know that that isn't very technical.
     
  4. Nov 26, 2014 #3

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    One and a quarter megajoules per mole of glucose says it doesn't.
     
  5. Nov 26, 2014 #4
    Could you explain why not?
     
  6. Nov 26, 2014 #5

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    Why do rocks not rise into the air from a position of rest on the ground? You're pushing a partially oxidized carbon chain "uphill" to a fully reduced, higher energy state (~1.25 MJ/mole higher) with an extrememly weak reducing agent, HI. It does not work.
     
  7. Nov 26, 2014 #6
    Unless you use a catapult. I agree that HI by itself will not reduce it, you are correct. With an input of energy (heat) though?
     
  8. Nov 26, 2014 #7

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    You can take (almost) any organic molecule as a feedstock and turn it into (almost) any other organic molecule with enough energy. Yield and expense will kill you, not unlike synthesizing gold from lead.
     
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