Which is the stronger base among #"NaOEt"# (sodium acetate) and #"LDA"# (lithium diisopropylamide)?
1 Answer
In decreasing basicity
#"LDA" > "NaOEt" > "NaOAc"#
Explanation:
Sodium acetate is written as
https://upload.wikimedia.org/wikipedia/commons/4/45/Sodium-acetate-2D-skeletalpng
Not
https://upload.wikimedia.org/wikipedia/commons/4/4a/Sodium_ethoxidepng
To compare whether
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Ethanol + LDA.
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Sodium ethanoxide + diisopropylamine (conjugate acid of LDA)
The first reaction proceeds much further than the second one.
LDA can only be formed from treatment of diisopropylamine with n-butyllithium, which is much more basic than sodium ethanoxide.
From this, we conclude that LDA is more basic than sodium ethanoxide.
So the final result, in decreasing basicity
#"LDA" > "NaOEt" > "NaOAc"#
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