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
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)
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
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.
N-Bromosuccinimide Price
- 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
- Product number
- 277304
- Product name
- Potassium bis(trimethylsilyl)amide solution
- Purity
- 0.5 M in toluene
- Packaging
- 2l
- Price
- $880
- Updated
- 2024/03/01
- Product number
- H0893
- Product name
- Potassium Bis(trimethylsilyl)amide (11% in Toluene, ca. 0.5mol/L)
- Packaging
- 100mL
- Price
- $89
- Updated
- 2021/12/16
- Product number
- H0893
- Product name
- Potassium Bis(trimethylsilyl)amide (11% in Toluene, ca. 0.5mol/L)
- Packaging
- 500mL
- Price
- $268
- Updated
- 2021/12/16
- 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
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
- 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
- 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
- Product
- Potassium hexamethyldisilazide 40949-94-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 25kg
- Release date
- 2019-07-09