Author Topic: solvent inert to CaC2? (Read 2501 times)

El_Zorro · « **on:** January 03, 2003, 09:53:00 AM »

What solvents are inert towards CaC₂? More specifically, one that acetamide would be fairly soluble in.

pHarmacist · « **Reply #1 on:** January 03, 2003, 09:55:00 AM »

What does this has to do with: Novel synthetic routes to psychoactive materials

El_Zorro · « **Reply #2 on:** January 03, 2003, 10:14:00 AM »

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.

Rhodium · « **Reply #3 on:** January 03, 2003, 10:45:00 AM »

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.

Tengo · « **Reply #4 on:** January 03, 2003, 06:07:00 PM »

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

Rhodium · « **Reply #5 on:** January 03, 2003, 06:43:00 PM »

According to what mechanism?

Tengo · « **Reply #6 on:** January 03, 2003, 07:56:00 PM »

Just a thought... C₂2- being such a strong base, that it would add to the carbonyl and making a hydroxy... S_N2 basically... Well... a nucleophile attack anyway...
If CaC2 won't dissolve in benzaldehyde, then this wouldn't work. But perhaps with another solvent...?

Tengo · « **Reply #7 on:** January 12, 2003, 05:24:00 AM »

Anybody...any knowledge about this...?

PolytheneSam · « **Reply #8 on:** January 12, 2003, 04:44:00 PM »

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.

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