Potassium bis(trimethylsilyl)amide

Product Name: Potassium bis(trimethylsilyl)amide
CAS No.: 40949-94-8
Chemical Name: Potassium bis(trimethylsilyl)amide
Synonyms: KHMDS;POTASSIUM HEXAMETHYLDISILAZIDE;HEXAMETHYLDISILAZANE POTASSIUM SALT;HMDS K;KHMDS 0.7M;PotassiumHMDS;Potassium bis(trimet;Potassium bis(trimethyL;potassiumhexamethyldisil;POTASSIUM HEXAMETHYLDISLAZANE
CBNumber: CB8139300
Molecular Formula: C6H18KNSi2
Formula Weight: 199.48
MOL File: 40949-94-8.mol

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Potassium bis(trimethylsilyl)amide Property

Melting point:: 194-195°C
Boiling point:: 111 °C
Density: 0.877 g/mL at 25 °C
vapor density: 3.2 (vs air)
vapor pressure: 54 mm Hg ( 25 °C)
refractive index: 1.4920
Flash point:: 45 °F
storage temp.: Refrigerator
solubility: Miscible with terahydrofuran, ether, benzene and toluene.
form: Liquid
Specific Gravity: 0.877
color: clear to slightly hazy yellow
Water Solubility: Reacts with water.
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Sensitive: Moisture Sensitive
BRN: 4006754
CAS DataBase Reference: 40949-94-8(CAS DataBase Reference)
EPA Substance Registry System: Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, potassium salt (1:1) (40949-94-8)

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Safety

Hazard Codes: C,F,Xn
Risk Statements: 14-34-67-65-63-48/20-11-40-36/37/38-19-37
Safety Statements: 26-36/37/39-45-62-43-46-16-36/37
RIDADR: UN 3263 8/PG 3
WGK Germany: 3
F: 1-3-10
TSCA: No
HazardClass: 3
PackingGroup: II
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.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 277304
Product name: Potassium bis(trimethylsilyl)amide solution
Purity: 0.5 M in toluene
Packaging: 4x25ml
Price: $91.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 277304
Product name: Potassium bis(trimethylsilyl)amide solution
Purity: 0.5 M in toluene
Packaging: 2l
Price: $880
Updated: 2024/03/01

TCI Chemical

Product number: H0893
Product name: Potassium Bis(trimethylsilyl)amide (11% in Toluene, ca. 0.5mol/L)
Packaging: 100mL
Price: $89
Updated: 2021/12/16

TCI Chemical

Product number: H0893
Product name: Potassium Bis(trimethylsilyl)amide (11% in Toluene, ca. 0.5mol/L)
Packaging: 500mL
Price: $268
Updated: 2021/12/16

Sigma-Aldrich

Product number: 775061
Product name: Potassium bis(trimethylsilyl)amide solution
Purity: 1.0 M in 2-methyltetrahydrofuran
Packaging: 4x25ml
Price: $327
Updated: 2024/03/01

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Potassium bis(trimethylsilyl)amide Chemical Properties,Usage,Production

Chemical Properties

Colorless to amber solution

Uses

Potassium Hexamethyldisilazide is widely used as a Sterically Hindered Base for Enolate Generation in Selective Formation of Linear Conjugated Dienolates and Alkyl (Z)-3-Alkenoates.

Uses

Potassium Bis(trimethylsilyl)amide (1M in THF) is used in the preparation of 5-azacytidine, an antineoplastic drug. Also applied in the preparation of β3-AR agonists used in anti-stress formulations. It is also used as a reagent in the preparation of lanthanide complexes employed in selective cyclization reactions.

Uses

Potassium bis(trimethylsilyl)amide is a strong base used in the alkylation carbonyl compounds.1

Preparation

Potassium Hexamethyldisilazide is prepared and isolated by the procedure of Wannagat and Niederpruem. A more convenient in situ generation from potassium hydride and hexamethyldisilane is described by Brown.

General Description

This product, 1.0 M in 2-methyltetrahydrofuran aligns with "Safer Solvents and Auxiliaries", "Use of Renewable Feedstocks" and "Inherently Safer Chemistry for Accident Prevention".

Synthesis

Potassium bis(trimethylsilyl)amide is an important non-nucleophilic base widely used in organic synthesis. The main method for its preparation is are interaction of hexamethyldisilazane with potassium amide) potassium hydride, potassium metal, mad styrene, isoprene, or naphthalene as electron acceptors.
An oven-dried 100 ml round-bottom flask was charged with KH (3.22 g, 20.1 mmol, 25 wt. 96 in oil) and flushed with argon. The hydride was then washed with hexane (4x5 ml). To the flask was fitted, a reflux condenser was made, and then THF (20 ml) and bis(trimethylsi1yl)amine (3.81 ml, 18.1 mmol) were added. The resultant slurry was sonicated until the hydrogen gas evolution had ceased, and almost all the potassium hydride had been consumed (3.25 h). The slurry was allowed to settle, and the supernatant was then cannulated into a Schlenk flask. Titration4 for the amide base concentration showed it to be 0.80 M, while the concentration of the total base was 0.86 M[1-2].

References

[1] I. V. Magedov. “Convenient method for the preparation of a solution of potassium bis(trimethylsilyl)amide.” Russian Chemical Bulletin 44 11 (1995): 2197–2198.
[2] J. Ahman, P. Somfai. “An Efficient Preparation of Potassium Bis (Trimethylsilyl) Amide (KHMDS).” Synthetic Communications 25 1 (1995): 2301–2303.

Potassium bis(trimethylsilyl)amide Preparation Products And Raw materials

Raw materials

Preparation Products

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Potassium bis(trimethylsilyl)amide Suppliers

Belgium 3 China 188 Europe 1 Germany 5 India 36 Italy 1 Japan 2 Singapore 1 Slovakia 1 South Korea 1 Switzerland 2 United Kingdom 11 United States 27 Global 279

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View Lastest Price from Potassium bis(trimethylsilyl)amide manufacturers

airuikechemical co., ltd.

Product: potassium bis(trimethylsilyl)amide 40949-94-8
Price: US $0.00-0.00/Kg
Min. Order: 1Kg
Purity: 99.9%
Supply Ability: 200tons
Release date: 2024-04-08

Zhuozhou Wenxi import and Export Co., Ltd

Product: Potassium bis(trimethylsilyl)amide 40949-94-8
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: Potassium hexamethyldisilazide 40949-94-8
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 25kg
Release date: 2019-07-09

40949-94-8, Potassium bis(trimethylsilyl)amideRelated Search:

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