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  2. Sodium bis(trimethylsilyl)amide - Wikipedia

    en.wikipedia.org/wiki/Sodium_bis(trimethylsilyl...

    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 ...

  3. Metal bis(trimethylsilyl)amides - Wikipedia

    en.wikipedia.org/wiki/Metal_bis(trimethylsilyl...

    Lithium, sodium, and potassium bis(trimethylsilyl)amides are commercially available. When free of solvent, the lithium [5] and sodium [6] complexes are trimeric, and ...

  4. Bis(trimethylsilyl)amine - Wikipedia

    en.wikipedia.org/wiki/Bis(trimethylsilyl)amine

    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.

  5. Trimethylsilyl group - Wikipedia

    en.wikipedia.org/wiki/Trimethylsilyl_group

    A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom [−Si(CH 3 ) 3 ], which is in turn bonded to the rest of a molecule.

  6. Lithium bis(trimethylsilyl)amide - Wikipedia

    en.wikipedia.org/wiki/Lithium_bis(trimethylsilyl...

    LiHMDS is often used in organic chemistry as a strong non-nucleophilic base. [3] Its conjugate acid has a pK a of ~26, [4] making it is less basic than other lithium bases, such as LDA (pK a of conjugate acid ~36).

  7. Tris(trimethylsilyl)amine - Wikipedia

    en.wikipedia.org/wiki/Tris(trimethylsilyl)amine

    Tris(trimethylsilyl)amine is obtained by reaction of the sodium salt of hexamethyldisilazane - from hexamethyldisilazane and sodium amide [7] or from hexamethyldisilazane, sodium and styrene [1] - with trimethylchlorosilane in 80% yield. [8]

  8. Metal amides - Wikipedia

    en.wikipedia.org/wiki/Metal_amides

    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.

  9. Category:Bis(trimethylsilyl)amides - Wikipedia

    en.wikipedia.org/wiki/Category:Bis...

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