Should carbon boiling stones be used in O-chem reactions?

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SUMMARY

The discussion centers on the use of carbon boiling stones in organic chemistry reactions, specifically during the column chromatography of spearmint oil. The user observed unexpected infrared (IR) results, suspecting that the carbon boiling stones may have acted similarly to activated carbon, absorbing organic compounds like hexanes and acetone. The conversation highlights the potential for carbon boiling stones to leach impurities and emphasizes the importance of filtering solids from extracts before analysis to avoid contamination from residual materials.

PREREQUISITES
  • Understanding of column chromatography techniques
  • Familiarity with infrared (IR) spectroscopy and gas chromatography (GC)
  • Knowledge of organic solvents, specifically hexanes and acetone
  • Basic principles of adsorption and solubility in organic chemistry
NEXT STEPS
  • Research the properties and applications of activated carbon in organic extractions
  • Learn about the effects of impurities in IR spectroscopy and how to mitigate them
  • Explore the differences between various grades of carbon boiling stones and their chemical interactions
  • Investigate best practices for filtering and preparing samples for chromatographic analysis
USEFUL FOR

Chemists, organic chemistry students, laboratory technicians, and anyone involved in the extraction and analysis of organic compounds will benefit from this discussion.

MarcozXD
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I performed column cromatography on an oil, and used carbon boiling chips but got some weird IR. I used hexanes and acetone as solvents, I am trying to figure out some of the spikes, soo I am thinking that maybe the boiling stone being carbon could acted as activated carbon and absorbed some organic compounds therefore giving me a weird IR. I could physically see some carbon grains from the boiling stone in my extracted oil.
 
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Details?
 
Bystander said:
Details?

It was spearmint oil, its composed of limonen and carvone. And the column used hexanes for the first three elutions and then 10% acetone in hexanes. Then they were evaporated (there is where we added the carbon boiling stone, there were also clay boiling chips) in order to get rid of the solvents, then I performed GC and IR and got some weird results such as hydroxides in the IR or acetone in GC.
my best guess is that the sodium pellets from the IR were damaged, but I am also exploring other options such as that the carbon stone trapped hexanes or acetone during the evaporation.
 
MarcozXD said:
they were evaporated
"They" would be what? Elutions?
This is sounding like a crude extraction rather than a separation process.
 
Yes the elutions were evaporated, I mixed elution one and two to try and get all of the limonene that came out with the hexanes since its the nonpolar compound. My question is just, can carbon boiling stones trap organic compounds (hexane and acetone)?, just like activated carbon can?.
I saw them dissolve a little, and well organic compounds dissolve in organic solvents.
 
MarcozXD said:
carbon boiling stones
Google this term. You will find that this thread is "The Story On Carbon Boiling Stones." Congratulations --- we've just added an item to the world of "crap" to be found on the internet.

Charcoal, activated carbon, amorphous carbon, vitreous carbon, fullerenes, schungite, various grades of lamp black, soot, coke, coals, graphite, and other chars ALL exhibit sorptive and catalytic properties, and will leach various "tars" and other residues into any solvent system.

If you are attempting to assay/estimate yield from your extraction by IR, you will need to filter solids (boiling stone residue) from the extract. Just throwing the whole shebang into the IR is going to give you residue from every cigarette, deodorant stick, air freshener, and incense burner within a square mile of your laboratory, plus whatever manufacturing/coking/activation residues exist in the particular decolorizing/adsorbent grade of charcoal/activated carbon you are using.

That's the point of using hexanes and acetone to do the extraction; these are sufficiently volatile solvents that they evaporate and leave the oil. Check the grades on both; just "stockroom/slop jar/utility" grades are full of crap.
 

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