What does LDA in THF do?
Because of its solubility in THF, LDA is a widely used base for enolate anion formation.
What does LDA stand for chemistry?
Lithium diisopropylamide (commonly abbreviated LDA) is a chemical compound with the molecular formula [(CH 3) 2CH] 2NLi. It is used as a strong base and has been widely utilized due to its good solubility in non-polar organic solvents and non-nucleophilic nature.
What makes LDA a strong base?
The steric bulk of its isopropyl groups makes LDA non- nucleophilic. Even so, it’s a strong base.
How much LDA should I use?
If more than 0.5 equivalents of LDA is used, because equilibrium strongly favors the right side of this equation, there will not be enough starting ester around for the enolate to react with. Thus, adding more than one equivalent of LDA will lower the yield of the reaction.
Is LDA a weak nucleophile?
Strong base but poor nucleophile (too sterically hindered) LDA is very good for making enolates of esters, aldehydes and ketones since it can give essentially 100% (quantitative conversion) to the enolate. This allows the enolate to be alkylated or acylated with less chance of self-condensation reactions.
What is THF in organic chemistry?
THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. It is widely-used for dissolution and reaction of various substances. Also it is used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.
Is THF a strong base?
THF is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafloroacetylacetonato)copper(II). THF have been classified in the ECW model and it has been shown that there is no one order of base strengths.
Is LDA a reducing agent?
Lithium Diisopropylamide (LDA) as an Efficient Reducing Agent for Thioketones—Mechanistic Consideration. Treatment of thiocarbonyl compounds with excess of lithium diisopropylamide (LDA) leads to corresponding thiols or sulfides depending on the work-up procedure.
Why THF is a good solvent?
THF is also a popular solvent choice for small-scale laboratory experiments, mainly because it can dissolve a wide variety of organic compounds and has a relatively low boiling point. The low boiling point is convenient because it makes the solvent easy to remove from the chemical reaction by evaporation.
What does THF mean?
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