Lithium bis(trimethylsilyl)amide
- Product Name
- Lithium bis(trimethylsilyl)amide
- CAS No.
- 4039-32-1
- Chemical Name
- Lithium bis(trimethylsilyl)amide
- Synonyms
- LIHMDS;LHMDS;LITHIUM HEXAMETHYLDISILAZANE;LITHIUM HEXAMETHYLDISILAZIDE;Lithium bis(trimethylsilyl)amide solution;HMDS Li;LiHMDS(1M);N-LITHIOHEXAMETHYLDISILAZANE;1,1,1,3,3,3-HEXAMETHYLDISILAZAN LITHIUMSALZ;1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT
- CBNumber
- CB2202677
- Molecular Formula
- C6H18LiNSi2
- Formula Weight
- 167.33
- MOL File
- 4039-32-1.mol
Lithium bis(trimethylsilyl)amide Property
- Melting point:
- 73°C
- Boiling point:
- 55-56 °C
- Density
- 0.860 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.425(lit.)
- Flash point:
- 48 °F
- storage temp.
- Store below +30°C.
- solubility
- hydrolysis
- form
- Powder
- color
- White
- Specific Gravity
- 0.716
- Water Solubility
- hydrolysis
- Sensitive
- Air & Moisture Sensitive
- Hydrolytic Sensitivity
- 8: reacts rapidly with moisture, water, protic solvents
- BRN
- 3567910
- 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) - InChIKey
- YNESATAKKCNGOF-UHFFFAOYSA-N
- CAS DataBase Reference
- 4039-32-1(CAS DataBase Reference)
- EPA Substance Registry System
- Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt (4039-32-1)
Safety
- Hazard Codes
- F,C,N
- Risk Statements
- 11-34-48/20-63-65-67-51/53-35-20-62-14-40-37-19
- Safety Statements
- 9-16-26-29-33-36/37/39-45-61-62-57-43
- RIDADR
- UN 2925 4.1/PG 2
- WGK Germany
- 3
- F
- 10-23
- TSCA
- Yes
- HazardClass
- 4.3
- PackingGroup
- II
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H228Flammable solid
H251Self-heating; may catch fire
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P235Keep cool.
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.
N-Bromosuccinimide Price
- Product number
- 225770
- Product name
- Lithium bis(trimethylsilyl)amide solution
- Purity
- 1.0?M in THF
- Packaging
- 18L
- Price
- $2810
- Updated
- 2024/03/01
- Product number
- 224367
- Product name
- Lithium bis(trimethylsilyl)amide solution
- Purity
- 1.0 M in hexanes
- Packaging
- 100ml
- Price
- $101
- Updated
- 2024/03/01
- Product number
- 224367
- Product name
- Lithium bis(trimethylsilyl)amide solution
- Purity
- 1.0 M in hexanes
- Packaging
- 8l
- Price
- $496
- Updated
- 2024/03/01
- Product number
- H0915
- Product name
- Lithium Bis(trimethylsilyl)amide (ca. 26% in Tetrahydrofuran, ca. 1.3mol/L)
- Packaging
- 100mL
- Price
- $60
- Updated
- 2024/03/01
- Product number
- H0915
- Product name
- Lithium Bis(trimethylsilyl)amide (ca. 26% in Tetrahydrofuran, ca. 1.3mol/L)
- Packaging
- 500mL
- Price
- $210
- Updated
- 2024/03/01
Lithium bis(trimethylsilyl)amide Chemical Properties,Usage,Production
Chemical Properties
light yellow to yellow crystalline powder
Physical properties
distillable low-melting solid; mp 70–72 °C, bp 115 °C/1mmHg. LHMDS is a cyclic trimer in the solid state,3 whereas in benzene solution it exists in a monomer–dimer equilibrium. LHMDS exists as a tetramer-dimer mixture in hydrocarbons and as a dimer-monomer mixture in THF and ether. Treatment of LHMDS with trialkylamines increases the monomer concentration, whereas the use of diamines affords exclusively the corresponding chelated monomer. LHMDS is less soluble, less basic, more stable, and much less sensitive to air compared to lithium diisopropylamide. pKa 29.5 (THF, 27 °C).
Uses
Lithium bis(trimethylsilyl)amide is used as nonnucleophilic base to generate kinetic ketone and ester enolates. It is considerably more selective than LDA and undesired reductions (e.g., of nonenolizable ketones observed in the case of LDA) can be avoided by using LHMDS.
Uses
Lithium Hexamethyldisilazide is widely used as strong nonnucleophilic base
Uses
Lithium bis(trimethylsilyl)amide is a base used in preparation of dienes and enolates. It is used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines. Lithium bis(trimethylsilyl)amide is also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles.
Preparation
It is conveniently prepared by the reaction of hexamethyldisilazane with n-butyllithium in hexane. For most uses the hexane is then evaporated and replaced with THF.
General Description
This product, 0.5 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention.
Flammability and Explosibility
Highly flammable
Lithium bis(trimethylsilyl)amide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Lithium bis(trimethylsilyl)amide manufacturers
- Product
- Lithium bis(trimethylsilyl)amide 4039-32-1
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-12-04
- Product
- Lithium bis(trimethylsilyl)amide 4039-32-1
- Price
- US $8.00-3.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10 tons
- Release date
- 2024-08-15
- Product
- Lithium bis(trimethylsilyl)amide 4039-32-1
- Price
- US $9.00/KG
- Min. Order
- 1KG
- Purity
- 99.9
- Supply Ability
- 1 ton
- Release date
- 2024-08-21