The Vespiary
The Hive => Novel Discourse => Topic started by: El_Zorro on January 03, 2003, 09:53:00 AM
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What solvents are inert towards CaC2? More specifically, one that acetamide would be fairly soluble in.
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What does this has to do with: Novel synthetic routes to psychoactive materials
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Well, I didn't really mention it in the question but I was asking this so that I could start forming a procedure for dehydrating acetamide to acetonitrile. So if anybody has thoughts on that too, I'd like to hear them.
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You want a solvent not containing any acidic hydrogens or other functional groups sensitive to bases. Such solvents include hydrocarbons (like hexane/toluene) and ethers (THF/Et2O).
Chlorinated hydrocarbons (DCM, chloroform) might react, so don't use them just to be safe. Esters, alcohols and ketones and any solvents not properly dried are directly unsuitable.
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Would CaC2 dissolve in benzaldehyde, forming (after acidification) 1,4-diphenyl-1,4-dihydroxy-2-butyne?
CaC2 + 2Ph-CHO -> Ph-C(OH)-C---C-C(OH)-Ph
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According to what mechanism?
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Just a thought... C22- being such a strong base, that it would add to the carbonyl and making a hydroxy... SN2 basically... Well... a nucleophile attack anyway...
If CaC2 won't dissolve in benzaldehyde, then this wouldn't work. But perhaps with another solvent...?
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Anybody...any knowledge about this...?
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Maybe you could heat acetamide and CaC2 together without a solvent. Try a small amount in a test tube. You could connect a one hole rubber stopper and 90 degree piece of glass tubing to the test tube and then connect a condenser to it and see if you can distill off any CH3CN.