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Sodium bis(trimethylsilyl)amide

Product Name
Sodium bis(trimethylsilyl)amide
CAS No.
1070-89-9
Chemical Name
Sodium bis(trimethylsilyl)amide
Synonyms
NAHMDS;SODIUM HEXAMETHYLDISILAZANE;SODIUM HEXAMETHYLDISILAZIDE;Sodium Bis(trimethylsilyl)amide, 1M THF;HMDS Na;N-SODIOHEXAMETHYLDISILAZANE;Sodiobis(trimethylsilyl)amine;sodium bis(trimethylsilyl)amide solution;HMN NA SALT;sodiumbis(tri
CBNumber
CB8382263
Molecular Formula
C6H18NNaSi2
Formula Weight
183.37
MOL File
1070-89-9.mol
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Sodium bis(trimethylsilyl)amide Property

Melting point:
171-175 °C (lit.)
Boiling point:
67°C
Density 
0.904 g/mL at 25 °C
Flash point:
43 °F
storage temp. 
2-8°C
solubility 
Soluble in hexane, toluene, ether,terahydrofuran, benzene and toluene.
form 
Liquid
Specific Gravity
0.9
color 
Clear orange to brown
Water Solubility 
reacts
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
Sensitive 
Moisture Sensitive
BRN 
3629917
Exposure limits
ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
CAS DataBase Reference
1070-89-9(CAS DataBase Reference)
EPA Substance Registry System
Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, sodium salt (1070-89-9)
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Safety

Hazard Codes 
C,F
Risk Statements 
14-34-19-11-67-65-63-48/20-14/15-40-37
Safety Statements 
26-45-62-36/37/39-33-16-43-8
RIDADR 
UN 3263 8/PG 2
WGK Germany 
3
F 
10-21
TSCA 
Yes
HazardClass 
4.3
PackingGroup 
III
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
245585
Product name
Sodium bis(trimethylsilyl)amide solution
Purity
1.0?M in THF
Packaging
100ML
Price
$62
Updated
2024/03/01
Sigma-Aldrich
Product number
80631
Product name
Sodium bis(trimethylsilyl)amide solution
Purity
produced by Wacker Chemie AG, Burghausen, Germany, 40% in THF
Packaging
500mL
Price
$200
Updated
2024/03/01
Sigma-Aldrich
Product number
245585
Product name
Sodium bis(trimethylsilyl)amide solution
Purity
1.0?M in THF
Packaging
800ML
Price
$287
Updated
2024/03/01
Sigma-Aldrich
Product number
235083
Product name
Sodium bis(trimethylsilyl)amide
Purity
95%
Packaging
5g
Price
$105
Updated
2023/06/20
Sigma-Aldrich
Product number
235083
Product name
Sodium bis(trimethylsilyl)amide
Purity
95%
Packaging
25g
Price
$115
Updated
2023/06/20
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Sodium bis(trimethylsilyl)amide Chemical Properties,Usage,Production

Chemical Properties

Slightly yellow to light beige crystalline powder

Physical properties

mp 171–175 °C; bp 170 °C/2 mmHg.

Uses

It is a strong base; deprotonates ketones and esters to generate enolate derivative.

Uses

Sodium bis(trimethylsilyl)amide is a synthetically useful reagent in that it combines both high basicity and nucleophilicity, each of which may be exploited for useful organic transformations such as selective formation of enolates, preparation of Wittig reagents, formation of acyl anion equivalents, and the generation of carbenoid species. As a nucleophile, it has been used as a nitrogen source for the preparation of primary amines.It is useful as a sterically hindered base and as a nucleophile.

Uses

Significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis

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.]

Sodium bis(trimethylsilyl)amide Preparation Products And Raw materials

Raw materials

Toluene Sodium Tetrahydrofuran Hexamethyldisilazane

Preparation Products

TERT-BUTYL 4-FORMYLPYRIDIN-3-YLCARBAMATE
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Sodium bis(trimethylsilyl)amide Suppliers

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View Lastest Price from Sodium bis(trimethylsilyl)amide manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
Sodium bis(trimethylsilyl)amide 1070-89-9
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000kg
Release date
2024-03-25
Hebei Yanxi Chemical Co., Ltd.
Product
Sodium bis(trimethylsilyl)amide 1070-89-9
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-29
Hebei Weibang Biotechnology Co., Ltd
Product
Sodium bis(trimethylsilyl)amide 1070-89-9
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-24

1070-89-9, Sodium bis(trimethylsilyl)amideRelated Search:

Release agent No.8 Methanesiliconic acid sodium salt Sodium amide Hexamethyldisilazane Fomesafen N-(Trimethylsilyl)acetamide Lithium bis(trimethylsilyl)amide RINK AMIDE RESIN Trimethylsilylacetylene Sodium hydroxide Rink Amide Linker Sodium benzoate Sodium acetate Sodium bicarbonate Hexamethyldisiloxane Bis(triphenylphosphinepalladium) acetate Potassium bis(trimethylsilyl)amide Bis(triphenylphosphine)nickel(II)chloride

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