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NaHMDS deprotonates compounds containing weakly acidic O–H, S–H, and N–H bonds. These include cyanohydrins and thiols. [5] NaHMDS converts alkyl halides to amines in a two step process that begins with N-alkylation followed by hydrolysis of the N–Si bonds: NaN(Si(CH 3) 3) 2 + RX → RN(Si(CH 3) 3) 2 + NaX RN(Si(CH 3) 3) 2 + H 2 O → O ...
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.
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).
The methylsilyl groups give KHMDS good solubility in most organic solvents. Solution structures are either solvated monomers or dimers (or mixtures thereof) with this depending on the coordinating power, concentration, and temperature of the solvent. [3]
The mass-average molecular mass, M w, is also related to the fractional monomer conversion, p, in step-growth polymerization (for the simplest case of linear polymers formed from two monomers in equimolar quantities) as per Carothers' equation: ¯ = + ¯ = (+), where M o is the molecular mass of the repeating unit.
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.
[15] [16] The first high-molecular weight polymers (M n up to 10 5) with a repeating unit were prepared by ROP as early as in 1976. [17] [18] An industrial application is the production of nylon-6 from caprolactam.
Tetramethylammonium hydroxide (TMAH or TMAOH) is a quaternary ammonium salt with molecular formula N(CH 3) 4 + OH −. It is commonly encountered in form of concentrated solutions in water or methanol. TMAH in solid state and its aqueous solutions are all colorless, but may be yellowish if impure.