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Help! organic question...

Discussion in 'Pre-Dental' started by highfly413, Nov 1, 2002.

  1. highfly413

    highfly413 Senior Member
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    hi - i have an organic problem here that i'm struggling with. i was wondering if anyone knows how to do it??

    1) what steps what i use to to make a cyclohexane singly bonded to another cyclohexane?? (using only CO2, ethanol and cyclohexanol as the sources of carbon)
     
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  3. AcidETCH

    AcidETCH UPENN SDM '07
    7+ Year Member

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    It's been a while since I took Organic Chem.
    This is what I think, but you should definitely look it up.

    1. You would have to get the -OH on the cyclohexanol to =O with the CO2 and EtOH, that way you create a partial +ve charge on the C that's attached to the O.

    ie. (C5H10)-C-OH -------> (C5H10)-C=O
    ring | ring |
    H H

    Substrate A Product B


    2. Product B will undergo a process where you will get a double bond between 2 C, where 1 of the C will have a +ve charge and the O will have a full negative charge (-v) -----Can't remember the term for it. I think it's something like enolization(?) sorry can't remember.

    This enolized(?) version of Product B will interact with product B to get the two cyclohexanes joined together each having a single OH on it.

    3. You would then reduce the 2 OHs by using a reducing agent.

    I think that's how you do it. Like I said, you better check it up in the org. chem. text. because I'm doing this problem from the top of my head. I hope it helps you on the right track.

    AE
     
  4. highfly413

    highfly413 Senior Member
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    hey acidetch,

    i appreciate you taking the time to help me out. i think you've got me on the righ track. thanks again.

    -highfly413
     

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