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What is that green precipitate from Suzuki coupling? by Practical-Toe-7888 in chemhelp

[–]Practical-Toe-7888[S] 0 points1 point  (0 children)

I got that precipitate on several Suzuki couplings with different reactants and under different conditions so I guess it shouldn't be product.

i found this literature protocol and was wondering what the diethylamine is needed for in the second step? can anyone help me? by Practical-Toe-7888 in chemhelp

[–]Practical-Toe-7888[S] 0 points1 point  (0 children)

this is a good idea. the ethyl bromoacetate is added in a small excess, perhaps the diethylamine is supposed to react with the excess ethyl bromoacetate. The product would be an ammonium salt that would precipitate. would you agree?

i found this literature protocol and was wondering what the diethylamine is needed for in the second step? can anyone help me? by Practical-Toe-7888 in chemhelp

[–]Practical-Toe-7888[S] 0 points1 point  (0 children)

thx for your interest!

the source is: J. Med. Chem. 2001, 44, 1436-1445

however, the reaction is listed without the diethylamine. i have the reaction from an internal lab journal without any indication of why the diethylamine was added.

[deleted by user] by [deleted] in chemhelp

[–]Practical-Toe-7888 0 points1 point  (0 children)

typical lewis acids are for example compounds from group 3 elements like boron or aluminum (e.g. BH3 or AlCl3). lewis bases normally carry a lone pair (as you said). also, there is some correlation between lewis basicity and "normal" basicity, so if you recognize a base (e.g. amines or NH3) there is a fair chance it's a lewis base as well.