1070-89-9

  • Product Name:Sodium bis(trimethylsilyl)amide
  • Molecular Formula:C6H19NSi2.Na
  • Molecular Weight:183.376
  • Appearance:Slightly yellow to light beige crystalline powder
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Product Details

pd_meltingpoint:171-175 °C

Appearance:Slightly yellow to light beige crystalline powder

Purity:99%

Chinese Manufacturer Supply Sodium bis(trimethylsilyl)amide 1070-89-9 On Stock with Competitive Price

  • Molecular Formula:C6H19NSi2.Na
  • Molecular Weight:183.376
  • Appearance/Colour:Slightly yellow to light beige crystalline powder 
  • Melting Point:171-175 °C 
  • Boiling Point:126 °C at 760 mmHg 
  • Flash Point:30 °C 
  • PSA:3.24000 
  • Density:0.904 g/mL at 25 °C 
  • LogP:2.42250 

Sodium bis(trimethylsilyl)amide(Cas 1070-89-9) Usage

Physical properties

mp 171–175 °C; bp 170 °C/2 mmHg.

General Description

Sodium bis(trimethylsilyl)amide solution (NaHMDS) is widely used as a strong base in organic synthesis for deprotonation reactions and base-catalyzed reactions. It is also involved in the generation of enolates, Wittig reagents and carbenes.

Purification Methods

It can be sublimed at 170o/2mm (bath temperature 220-250o) onto a cold finger, and can be recrystallised from *C6H6 (its solubility is: 10g in 100mL at 60o). It is slightly soluble in Et2O and is decomposed by H2O. [Wannagat & Niederprüm Chem Ber 94 1540 1961.]It is available commercially under N2 in Sure/Seal bottles in tetrahydrofuran (various concentrations) and at ~0.6M in toluene. [Beilstein 4 IV 4014.]

InChI:InChI=1/C6H19NSi2.Na/c1-8(2,3)7-9(4,5)6;/h7H,1-6H3;/q;+1

1070-89-9 Relevant articles

Ln(II)/Pb(II)-Ln(III)/Pb(0) Redox Approach toward Rare-Earth-Metal Half-Sandwich Complexes

Bienfait, André M.,Wolf, Benjamin M.,T?rnroos, Karl W.,Anwander, Reiner

, p. 5734 - 5744 (2015)

The divalent bis(trimethylsilyl)amide co...

Synthesis and structures of sodium phenylhydrazides

Knizek, Joerg

, p. 1053 - 1062 (1997)

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Monodentate coordination of the normally chelating chiral diamine (R,R)-TMCDA

Ojeda-Amador, Ana I.,Martínez-Martínez, Antonio J.,Kennedy, Alan. R.,Armstrong, David R.,O'Hara, Charles T.

, p. 324 - 327 (2017)

After isolating an unusual binuclear, bu...

Unusual redox chemistry of ytterbium carbazole-bis(oxazoline) compounds: Oxidative coupling of primary phosphines by an ytterbium carbazole- bis(oxazoline) dialkyl

Zou, Jin,Berg, David J.,Oliver, Allen,Twamley, Brendan

, p. 6532 - 6540 (2013)

The 1,8-bis(4′,4′-dimethyloxazolin-2′-yl...

Migration of trimethylsilyl group in the reaction of sodium bis(trimethylsilyl)amide with bromobenzene

Lis,Tsyrendorzhieva,Albanov,Rakhlin,Voronkov

, p. 1451 - 1453 (2013)

The reaction of sodium bis(trimethylsily...

β-Oxo-δ-diimine Nickel Complexes: A Comparison of Tautomeric Active Species in Ethylene Polymerization Catalysis

Chiu, Hsin-Chun,Pearce, Adam J.,Dunn, Peter L.,Cramer, Christopher J.,Tonks, Ian A.

, p. 2076 - 2085 (2016)

A series of mono- and bimetallic Ni alky...

Method of continuous variation: Characterization of alkali metal enolates using 1h and 19F NMR spectroscopies

Tomasevich, Laura L.,Collum, David B.

, p. 9710 - 9718 (2014)

The method of continuous variation in co...

Coordination of isocyanide and reduction of cyclooctatetraene by a homoleptic uranium(III) aryloxide, and characterisation of the heteroleptic uranium(III) dimer [{U(N″)2(thf)(μ-I)}2]

Mansell, Stephen M.,Arnold, Polly L.

, p. 82 - 87 (2016)

[U(ODtbp)3] (ODtbp?=?O-2,6-tBu2C6H3) rea...

New UIII and UIV silylamides and an improved synthesis of NaN(SiMe2R)2 (R = Me, Ph)

Mansell, Stephen M.,Perandones, Bernabé Fernandez,Arnold, Polly L.

, p. 2814 - 2821 (2010)

It is shown that the deprotonation of bu...

Ketone Enolization with Sodium Hexamethyldisilazide: Solvent- And Substrate-Dependent E- Z Selectivity and Affiliated Mechanisms

Collum, David B.,Woltornist, Ryan A.

, p. 17452 - 17464 (2021/11/04)

Ketone enolization by sodium hexamethyld...

1070-89-9 Process route

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

sodium hexamethyldisilazane
1070-89-9

sodium hexamethyldisilazane

Conditions
Conditions Yield
With sodium hydride; sodium t-butanolate; In toluene; for 48h; Reflux;
86%
With sodium amide; In toluene; Inert atmosphere;
With styrene; sodium;
With sodium amide; In hexane; Glovebox; Inert atmosphere;
With potassium hydride; In toluene; Inert atmosphere;
With butylsodium; In hexane; at 20 ℃; for 2.16667h; Inert atmosphere; Schlenk technique; Glovebox;
With sodium; triethylamine; isoprene; at 20 ℃; for 3h;
lithium bis(trimethylsilyl)amide diethyl etherate
18400-61-8

lithium bis(trimethylsilyl)amide diethyl etherate

sodium hexamethyldisilazane
1070-89-9

sodium hexamethyldisilazane

Conditions
Conditions Yield
With sodium t-butanolate; In benzene; at 20 ℃;
77%

1070-89-9 Upstream products

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    52764-24-6

    tetrakis(trimethylsilyl)tetrazene

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  • 999-97-3
    999-97-3

    1,1,1,3,3,3-hexamethyl-disilazane

  • 72525-60-1
    72525-60-1

    hexamethyldisilazan

1070-89-9 Downstream products

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    diethoxyphosphine

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    25561-30-2

    N,O-Bis(trimethylsilyl)trifluoroacetamide

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    17599-41-6

    4-Methyl-N-trimethylsilyl-benzophenonimin

  • 66435-43-6
    66435-43-6

    C13H26ClN2PSi2