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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Charle on January 14, 2020, 05:09:29 AM

Title: TLC of secoindary amine
Post by: Charle on January 14, 2020, 05:09:29 AM

I have done a reduction of an aliphatic nitro compound to the aliphatic amine. When checking the rxn by TLC (silica) all my starting material is consumed but my product (hopefully) are stuck on the baseline. I have tried different solvent ratios but it won´t move. Is this common, that amines get stuck on the baseline ?

Title: Re: TLC of secoindary amine
Post by: OrganicDan96 on January 14, 2020, 06:29:58 AM

doesn't surprise me, you may get it to move in polar solvents like 10% Methanol in DCM, can add 1% triethylamine to reduce streaking. 

Title: Re: TLC of secoindary amine
Post by: hypervalent_iodine on January 14, 2020, 03:58:14 PM

As OrganicDan96 has said, this is very normal for amines. Methanol / DCM is a great solvent system for this. If you do use TEA, remember to pretreat you’re plates before running your TLC. I usually pretreat with my solvent system plus 5% TEA and then run with 1%.