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This species, usually called NaHMDS (sodium hexamethyldisilazide), is a strong base used for deprotonation reactions or base-catalyzed reactions. Its advantages are that it is commercially available as a solid and it is soluble not only in ethers, such as THF or diethyl ether , but also in aromatic solvents, like benzene and toluene by virtue ...
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Bis(trimethylsilyl)amine (also known as hexamethyldisilazane and HMDS) is an organosilicon compound with the molecular formula [(CH 3) 3 Si] 2 NH. The molecule is a derivative of ammonia with trimethylsilyl groups in place of two hydrogen atoms.
This reaction can be optimized by carefully controlling the amount of organolithium reagent addition, or using trimethylsilyl chloride to quench excess lithium reagent. [40] A more common way to synthesize ketones is through the addition of organolithium reagents to Weinreb amides ( N -methoxy- N -methyl amides).
[1] A typical reducing agent is N,N'-bis(trimethylsilyl)-4,4'-bipyridinylidene. Related pyrazine- and cyclohexadiene-based reagents have been developed. They are red or orange THF-soluble solids. The bipyridine reagent is produced by reduction of 4,4'-bipyridine in the presence of trimethylsilyl chloride (Me = CH 3): [2]
Sodium amide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula NaNH 2. It is a salt composed of the sodium cation and the azanide anion. This solid, which is dangerously reactive toward water, is white, but commercial samples are typically gray due to the presence of small quantities of ...
Sodium amide (also known as sodamide) is synthesized from sodium metal and ammonia with ferric nitrate catalyst. [3] [4] The sodium compound is white, but the presence of metallic iron turns the commercial material gray. 2 Na + 2 NH 3 → 2 NaNH 2 + H 2. Lithium diisopropylamide is a popular non-nucleophilic base used in organic synthesis.
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