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Topic: Cellulose to 2,3- dihydroxypentane  (Read 4150 times)

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Offline MantasMarcinkus

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Cellulose to 2,3- dihydroxypentane
« on: September 12, 2013, 05:46:42 AM »
Hello,
i have to theoretically describe how to convert Cellulose to 2,3-dihydroxypentane, but sadly, my chemistry class was so long time ago, that i can't even google this problem properly.

Thank you in advance,
Mantas

Edit:
I've added a picture of what i think does 2,3-dihydroxypentane looks like and cellulose as found in google.
« Last Edit: September 12, 2013, 06:09:15 AM by MantasMarcinkus »

Offline Babcock_Hall

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Re: Cellulose to 2,3- dihydroxypentane
« Reply #1 on: September 12, 2013, 08:53:49 AM »
You must attempt a problem before we can help, according to Forum rules.  Your drawing is a start, but carbons 1 and 5 each need one more hydrogen atom to form a Lewis octet.  Also, your drawing of cellulose is incorrect at carbon-4, and the oxygen atom at carbon-1 needs a hydrogen atom.  It might be helpful to recall that celluose is just a 1,4-polymer of glucose.  After making those corrections the next thing I would do is to attempt to write a balanced equation.

Offline MantasMarcinkus

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Re: Cellulose to 2,3- dihydroxypentane
« Reply #2 on: September 12, 2013, 09:37:49 AM »
This Cellulose is about right?

Also:
Cellulose        ?  2,3-dihydroxypentane
C6H10O5 + ?? :rarrow: C5H12O2
As i understand i am missing C and H2 and have too much of Oxygen(O3

So, I just did the balancing of equations and came up with this:
C6H10O5 + H2O :rarrow: C6H12O2 + 2O2
C6H12O2 + O2 :rarrow: C5H12O2 + CO2
What are the ways of achieving this? I suppose it won't happen by itself if i just "pour" water on it and then "put" some oxygen there?

P.S. i have to say, i have no chemical knowledge at this level.
« Last Edit: September 12, 2013, 10:20:22 AM by MantasMarcinkus »

Offline Babcock_Hall

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Re: Cellulose to 2,3- dihydroxypentane
« Reply #3 on: September 12, 2013, 02:57:36 PM »
Microorganisms can do some odd fermentations.  For example one microorganism ferments three moles of glucose to 2 moles of 2,3-butanediol, two moles of glycerol, and four moles of CO2.  However, the process you are suggesting does not really fit into the category of a fermentation.

Offline MantasMarcinkus

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Re: Cellulose to 2,3- dihydroxypentane
« Reply #4 on: September 13, 2013, 01:20:43 AM »
Basically, this a biotechnology assignment and we can pretend we have Cellulose and we have to get 2,3-dihydroxypentane from it.
I found out that if i use hydrolysis(which includes water i needed):
cellulose  :rarrow: glucose
After that i found out that there is a way from glucose to xylose via kegg database and that lead me to http://en.wikipedia.org/wiki/Xylitol, which is 1,2,3,4,5-Pentahydroxypentane, and so, now i have to remove unwanted xydroxy groups.
« Last Edit: September 13, 2013, 02:49:10 AM by MantasMarcinkus »

Offline Babcock_Hall

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Re: Cellulose to 2,3- dihydroxypentane
« Reply #5 on: September 13, 2013, 08:29:34 AM »
The conversion of xylose to xylitol requires reducing power.  Do you have to propose a source of reducing equivalents?

Offline Babcock_Hall

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Re: Cellulose to 2,3- dihydroxypentane
« Reply #6 on: September 14, 2013, 10:41:19 AM »
In the conversion of glucose to xylose, you could pick up some electrons, depending on what you do with the sixth carbon atom.

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