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
- Molecular Weight:
- 167.33
- MOL File:
- 4039-32-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/12/18 14:07:02
Melting point | 73°C |
---|---|
Boiling point | 55-56 °C |
Density | 0.860 g/mL at 25 °C (lit.) |
refractive index |
n |
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
Risk and Safety Statements
Symbol(GHS) | GHS02,GHS05 |
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Signal word | Danger | |||||||||
Hazard statements | H228-H251-H314 | |||||||||
Precautionary statements | P210-P235-P260-P280-P303+P361+P353-P305+P351+P338 | |||||||||
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 | |||||||||
NFPA 704 |
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Lithium bis(trimethylsilyl)amide price More Price(28)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 775053 | Lithium bis(trimethylsilyl)amide solution 0.5?M in 2-methyltetrahydrofuran | 4039-32-1 | 4X25ML | ₹5054 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 775053 | Lithium bis(trimethylsilyl)amide solution 0.5?M in 2-methyltetrahydrofuran | 4039-32-1 | 100ML | ₹7461.3 | 2022-06-14 | Buy |
Sigma-Aldrich | 775053 | Lithium bis(trimethylsilyl)amide solution 0.5?M in 2-methyltetrahydrofuran | 4039-32-1 | 800ML | ₹21067.2 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 775053 | Lithium bis(trimethylsilyl)amide solution 0.5?M in 2-methyltetrahydrofuran | 4039-32-1 | 800ML | ₹21067.2 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 771864 | Lithium bis(trimethylsilyl)amide solution 0.5?M in toluene | 4039-32-1 | 800ML | ₹32052.83 | 2022-06-14 | Buy |
Lithium bis(trimethylsilyl)amide Chemical Properties,Uses,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.
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.
Lithium bis(trimethylsilyl)amide Preparation Products And Raw materials
Raw materials
Preparation Products
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