Convert Cellulose to Alkane: Process Explained

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Discussion Overview

The discussion revolves around the process of converting cellulose into alkanes, exploring theoretical methods and practical challenges. It includes perspectives on the feasibility of such conversions and alternative approaches to utilizing cellulose for fuel.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant expresses curiosity about the conversion process from cellulose to alkane, noting they do not intend to attempt it.
  • Another participant argues that the conversion is not feasible in a cost-effective manner, highlighting the structural limitations of cellulose and suggesting that cellulosic ethanol is a more viable fuel option.
  • A participant references an article discussing the production of liquid alkanes from cellulose, providing a link to the source for further reading.
  • One participant claims to have successfully converted cellulose into glucose and theorizes that further oxidation and reduction processes could yield alkanes.
  • A question is raised about the method used to hydrate cellulose in the conversion process.
  • The participant who conducted experiments mentions using mechanical milling with a catalyst but does not provide further details due to an ongoing publication process.

Areas of Agreement / Disagreement

Participants express differing views on the feasibility of converting cellulose to alkanes, with some suggesting it is impractical while others propose theoretical methods. The discussion remains unresolved regarding the effectiveness and efficiency of the proposed processes.

Contextual Notes

The discussion includes assumptions about the chemical processes involved and the economic viability of converting cellulose to alkanes, which are not fully explored or agreed upon by participants.

samblohm
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I'm just curious, what would the process be if someone wanted to change cellulose into an alkane? (I don't plan to try it. If I wanted an alkane then I could just go to the gas station.)
 
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Can't quite be done really. (in any manner cost efficient enough to be sensible) Cellulose is just a (very branched) sugar chain, so you don't have any individual carbon chains longer than the 6 in glucose, and each of those has a hydroxo group on it, meaning you'd have to reduce that to get an alkane.

For fuel purposes, cellulosic ethanol is where it's at.
 
I saw an article on this last week. I believe it was PhysOrg. Anyway, http://www.sciencemag.org/cgi/content/abstract/308/5727/1446?hits=10&RESULTFORMAT=&FIRSTINDEX=0&maxtoshow=&journalcode=sci&HITS=10&fulltext=Production+of+Liquid+Alkanes+by+Aqueous-phase+Processing+of&searchid=1140726225359_13321"
 
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I have conducted experiments in which I have successfully converted cellulose into glucose. If you wanted an alkane, in theory, you could oxidize all the -OH of glucose to their respective aldehydes or ketones and treat them with hydrazine/KOH (Wolff-Kishner Reduction) to replace all C=O with H-C-H
 
How did you hydrate the cellulose?
 
Mechanical milling with the aid of a catalyst. I can't really divulge into details because we're submitting the article for publication.
 

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