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Natural Science Forum / Chemistry / Organic Synthesis / September 2006



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Lithium bromide vs Sodium Bromide

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YoungYou@gmail.com - 27 Sep 2006 12:06 GMT
Why we use LiCl or LiBr instead of NaCl, NaBr in sythesis?

Thanks,
lucasea@sbcglobal.net - 28 Sep 2006 10:38 GMT
Generally, solubility and Lewis acidity.  I remember some work out of IU
about 20 years ago that used something like 30 % LiClO4 in ether as a
reaction medium to accelerate Diels-Alder reactions.  I was mostly impressed
how soluble it is.  Lewis acidity helps accelerate reactions like Sn2
displacements by tugging on the leaving group while the nucleophile pushes
from the other side.

Eric Lucas
 
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