Good day everyone, 

I aimed to synthesize schiff base complexe with CuCl2. 2H2O.

But I only have an aldhyde Ir spectrum from which its schiff base was made?!!! 

Why this is happened? 

The reaction was as follow :

I added cu metal unhydrous ethanolic sol. Dropwise to hot  ethanolic sol. of schiff base then reflex for about 3 hrs. 

Good day everyone, 

I wonder if schiff base is stable on TLC plates of aluminum oxide? 

I know it is hydrolysed on silca gel.

How about aliminium oxide? 

5 hours ago, studiot said:

I think it kinda depends upon your reactants.

You need a solution for the formation of the intermediate iminium ion.

 

 

When you are looking at the literature the modern term for Schiff Base is imine.

My reactants are dioxane, CH2Cl2 and CHCl3 soluble. 

I have tried dioxane and ethanolwith different ratios

Also I have tried ethanol and minimal CHCl3. 

On TLC all reactant appeared and no obvious new spot. 

I think my low yield schiff base is being hydrolysed on TLC "aliminium oxide" 

I will try CH2CL2 WITH Mgso4 and glacial a.a

If not succeed, I will try dean stark trap with toluene although the reactants aren't soluble in it. 

My reactants are dioxane, CH2Cl2 and CHCl3 soluble. 

I have tried dioxane and ethanolwith different ratios

Also I have tried ethanol and minimal CHCl3. 

On TLC all reactant appeared and no obvious new spot. 

I think my  schiff base is being hydrolysed on TLC "aliminium oxide" 

I will try CH2CL2 WITH Mgso4 and glacial a.a

If not succeed, I will try dean stark trap with toluene although the reactants aren't soluble in it. 

Good day, 

I hope you answer my question. 

1.

I am trying to synthsis schiff base, should I dissolve my reactants? 

Because they are not totally be dissolved even in hot solvent" ethanol"