Lithium bis(trimethylsilyl)amide is a lithiated organosilicon compound with the formula LiN(Si(CH3)3)2. It is commonly abbreviated as LiHMDS or Li(HMDS)...

Sodium bis(trimethylsilyl)amide is the organosilicon compound with the formula NaN(Si(CH3)3)2. This species, usually called NaHMDS (sodium hexamethyldisilazide)...

Potassium bis(trimethylsilyl)amide (commonly abbreviated as KHMDS, Potassium(K) HexaMethylDiSilazide) or potassium hexamethyldisilazane is the chemical...

Alkali metal bis(trimethylsilyl)amides result from the deprotonation of bis(trimethylsilyl)amine. For example, lithium bis(trimethylsilyl)amide (LiHMDS) is...

remaining metal bis(trimethylsilyl)amide is then often purified by distillation or sublimation. Lithium, sodium, and potassium bis(trimethylsilyl)amides are...

as a nucleophile under certain conditions. Lithium amide Lithium bis(trimethylsilyl)amide (LiHMDS) Lithium tetramethylpiperidide (LiTMP) Evans pKa Table...

TMEDA has an affinity for lithium ions. When mixed with n-butyllithium, TMEDA's nitrogen atoms coordinate to the lithium, forming a cluster of higher...

Rosenthal, W.L. Jolly (1966), H.F. Holtzlow (ed.), Lithium Bis(trimethylsilyl)amide and Tris(trimethylsilyl)amine, in Inorganic Syntheses, vol. 8, Hoboken...

converted to the corresponding metal bis(trimethylsilyl)amide via salt metathesis with lithium bis(trimethylsilyl)amide. The reaction is performed in THF...

cyclohexanyllithium. Common lithium amides, e.g. lithium bis(trimethylsilyl)amide and lithium diisopropylamide, are also subject to aggregation. Lithium amides adopt...

superseded by the related reagents sodium hydride, sodium bis(trimethylsilyl)amide (NaHMDS), and lithium diisopropylamide (LDA). Rearrangement with orthodeprotonation...

p-toluenesulfonate Pyridinium chloride Tetrasodium EDTA Lithium diisopropylamide Lithium bis(trimethylsilyl)amide Potassium trispyrazolylborate List of copper salts...

(LDEA) (C 2H 5) 2NLi Sodium amide (NaNH2) Sodium hydride (NaH) Lithium bis(trimethylsilyl)amide [(CH 3) 3Si] 2NLi Strongest superbases are synthesised in only...

Ba(OH)2 Lithium diisopropylamide, (LDA) C6H14LiN Lithium diethylamide, (LDEA) Sodium amide, NaNH2 Sodium hydride, NaH Lithium bis(trimethylsilyl)amide, ((CH3)3Si)2NLi...

in Lithium bis(trimethylsilyl)amide (LiHMDS) M = Na as in Sodium bis(trimethylsilyl)amide (NaHMDS) M = K as in Potassium bis(trimethylsilyl)amide (KHMDS)...

"Palladium-Catalyzed Synthesis of Arylamines from Aryl Halides and Lithium Bis(trimethylsilyl)amide as an Ammonia Equivalent", Org. Lett., 3 (17): 2729–2732, doi:10...

S–N bonds. (((CH3)3Si)2N)2S is prepared by the reaction of lithium bis(trimethylsilyl)amide and SCl2. 2 ((CH3)3Si)2NLi + SCl2 → (((CH3)3Si)2N)2S + 2 LiCl...

sequence begins with ethyl acetate, which is activated with lithium bis(trimethylsilyl)amide at the α-position and coupled with acetone to form ethyl...

III to 8 was then accomplished with an aldol reaction using lithium bis(trimethylsilyl)amide (using only the epimer with correct configuration). Even more...

and treating it with one equivalent of lithium bis(trimethylsilyl)amide in tetrahydrofuran (THF) at -78 °C. The resulting product was...

with the nitrogen and substituents. Metal bis(trimethylsilyl)amides form a significant subcategory of metal amide compounds. These compounds tend to be discrete...

treated with two equivalents of a strong base (lithium diisopropylamide (LDA) or lithium bis(trimethylsilyl)amide (LHMDS) are popular choices) to both remove...

are around 35–40. Lithium diisopropylamide (LDA), pKa = 36 Silicon-based amides, such as sodium and potassium bis(trimethylsilyl)amide (NaHMDS and KHMDS...

common with all total synthetic efforts to date) to 5.12 with Lithium bis(trimethylsilyl)amide. The synthesis was completed with TROC removal (zinc, acetic...

hydrocyanation of alkenes. O-Silyl cyanohydrins are generated by the addition trimethylsilyl cyanide in the presence of a catalyst (silylcyanation). Cyanohydrins...

L. McCaughan, Journal of Crystal Growth 217 (2000) 287-301 Lithium bis(trimethylsilyl)amide, LiN(SiMe3)2 4039- Reacts violently with water. 70-72 °C J...

application has been supplanted by other reagents such as sodium bis(trimethylsilyl)amide. The higher alkali metals are known to metalate even some unactivated...

LiOH is present in the n-butyllithium used to make the lithium amide. Titration of lithium amide can be used to determine the amount of hydroxide in solution...

t-butyltetrazoylmethyl sulfone the reaction conditions are either sodium bis(trimethylsilyl)amide at −70 °C in tetrahydrofuran or caesium carbonate at +70 °C. This...

cyanides, thiocyanates, metal cyclopentadienyl complexes and metal bis(trimethylsilyl)amides. Most ammonium salts are soluble and act as acids in liquid...