How do I extract melissyl alcohol from rice bran wax?

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Discussion Overview

The discussion revolves around the extraction of triacontanol (melissyl alcohol) from rice bran wax, focusing on the feasibility of using kitchen methods and common solvents for this process. Participants explore the chemical nature of triacontanol and the challenges associated with its separation from other components in rice bran wax.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant inquires about the extraction process, expressing limited chemistry knowledge and questioning if triacontanol can be isolated using ethanol.
  • Another participant confirms that triacontanol is an alcohol but expresses doubt about the ease of separation from other substances, noting that sophisticated separation techniques may be required.
  • A third participant provides solubility information for triacontanol, indicating it is sparingly soluble in ethanol and other solvents, but insoluble in water.
  • There is a concern raised about the yield of triacontanol when using ethanol, with one participant suggesting that significant quantities of ethanol would be needed for reasonable extraction.
  • A later reply discusses the composition of rice bran wax, suggesting that saponification with NaOH might be necessary to expose the alcohols, but notes that separating the resulting soap from the alcohols could be challenging.

Areas of Agreement / Disagreement

Participants generally agree that triacontanol is an alcohol and that its extraction is complicated by its solubility characteristics and the presence of other substances in rice bran wax. However, there is no consensus on the best method for extraction or the feasibility of achieving a good yield.

Contextual Notes

Participants mention various solvents and techniques, but there are unresolved questions about the effectiveness of these methods and the specific conditions required for successful extraction. The discussion also highlights the complexity of the chemical composition of rice bran wax, which may affect the extraction process.

Marzfisch
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How do I extract triacontanol (melissyl alcohol) from rice bran wax?

I have very little knowledge in chemistry, but can do basic procedures. I don't have a laboratory, just a kitchen.

Is it an alcohol? Like, same as ethanol alcohol? Does that mean I can mix rice bran wax with ethanol and isolate the triacontanol? I understand there are other "alcohols" present, but I'm sure you can see my lack of chemistry knowledge through this post.

Any information would be greatly appreciated!
 
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Yes, it is an alcohol, but I doubt it can be easily separated from other substances present. Separation techniques can be quite sophisticated. But the main problem is that it will probably require use of solvents that are not something you want to use in the kitchen - I don't expect triacontanol to be well soluble in ethanol, quite the opposite.
 
"Soluble in ethanol (sparingly), DMSO (sparingly), DMF (sparingly), and chloroform (~1.7 mg/ml). Insoluble in water. 1 Iyer, R.R., Mamdapur, V.R. Plant growth regulators: Syntheses of n-triacontynol, n-triacontenol, & n-triacontanol."

http://www.scbt.com/datasheet-205411-n-triacontanol.html
 
Does this mean I would get an awful yield using ethanol?
 
More like - you will be not able to separate it in a reasonable quantities without using tons (literally :wink:) of ethanol.
 
Well dang...
 
The horrible dissolution aside. Wiki describes Rice Bran wax as a composition of "aliphatic acids (wax acids) and higher alcohol esters. The aliphatic acids consist of palmitic acid (C16), behenic acid (C22), lignoceric acid (C24), other higher wax acids. The higher alcohol esters consist mainly of ceryl alcohol (C26) and melissyl alcohol (C30). Rice bran wax also contains constituents such as free fatty acids (palmitic acid), squalene and phospholipids."
That would imply a saponification before any triacotanol can be found. From what I remember making the saponification with NaOH will make soluble soap (depending on fatty acids) out of both the aliphatic acids and the esters exposing the alcoholic bits. You could end up with a water soluble soap mixed with water insoluble alcohols. The two alcohols will be hard to separate from this point though.
 

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