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Lithium bis(trimethylsilyl)amide

Lithium bis(trimethylsilyl)amide Structure
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:
2024/8/15 16:24:08

Lithium bis(trimethylsilyl)amide Properties

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

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05
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
10-23
TSCA  Yes
HazardClass  4.3
PackingGroup  II
HS Code  29319090
NFPA 704
3
3 2
W

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
Product number Packaging Price Buy
775053 4X25ML ₹5054 Buy
775053 100ML ₹7461.3 Buy
775053 800ML ₹21067.2 Buy
775053 800ML ₹21067.2 Buy
771864 800ML ₹32052.83 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.

Global( 466)Suppliers
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