ChemicalBook > CAS DataBase List > Potassium bis(trimethylsilyl)amide

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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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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