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Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: Babcock_Hall on September 24, 2020, 12:22:59 PM

Title: Lability of Lithium Bis(TMS) amide in THF
Post by: Babcock_Hall on September 24, 2020, 12:22:59 PM

I have some sure-seal bottles of this reagent that are two years old but have never been opened.  Could there be a reaction with THF over time?  Is the reagent likely to still be good?  Thank you.

Title: Re: Lability of Lithium Bis(TMS) amide in THF
Post by: rolnor on September 24, 2020, 04:03:45 PM

I think it could be, BuLi certainly reacts fast with THF at roomtemp.
Can you test the reagent, if you have a indicator somehow? If you make a anion of triphenylmethane, this should be yellow and then titrate it with an acid to see how much is consumed until the color dissapear? Acetic acid would be OK?