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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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
225770
Product name
Lithium bis(trimethylsilyl)amide solution
Purity
1.0?M in THF
Packaging
18L
Price
$2810
Updated
2024/03/01
Sigma-Aldrich
Product number
224367
Product name
Lithium bis(trimethylsilyl)amide solution
Purity
1.0 M in hexanes
Packaging
100ml
Price
$101
Updated
2024/03/01
Sigma-Aldrich
Product number
224367
Product name
Lithium bis(trimethylsilyl)amide solution
Purity
1.0 M in hexanes
Packaging
8l
Price
$496
Updated
2024/03/01
TCI Chemical
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
TCI Chemical
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
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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

Tetrahydrofuran Hexamethyldisilazane n-Butyllithium

Preparation Products

METHYL-2-CHLOROOXAZOLE-5-CARBOXYLATE
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Lithium bis(trimethylsilyl)amide Suppliers

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View Lastest Price from Lithium bis(trimethylsilyl)amide manufacturers

Hebei Weibang Biotechnology Co., Ltd
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
Shandong Deshang Chemical Co., Ltd.
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
Hebei Chuanghai Biotechnology Co,.LTD
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

4039-32-1, Lithium bis(trimethylsilyl)amideRelated Search:

Release agent No.8 Methanesiliconic acid sodium salt Hexamethyldisilazane Methyllithium N-(Trimethylsilyl)acetamide Rink Amide Linker RINK AMIDE RESIN Fomesafen Lithium oxide Trimethylsilylacetylene Lithium chloride Lithium bis(trifluoromethanesulphonyl)imide Hexamethyldisiloxane Potassium bis(trimethylsilyl)amide Sodium bis(trimethylsilyl)amide Lithium amide Lithium Tetrahydrofuran Lihmds 1m In Thf

  • 1,1,1,3,3,3-HEXAMETHYLDISILAZAN LITHIUMSALZ
  • 1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT
  • HEXAMETHYLDISILAZANE LITHIUM SALT
  • LHMDS
  • LIHMDS
  • LITHIUM HEXAMETHYLDISILAZANE
  • LITHIUM HEXAMETHYLDISILAZIDE
  • LITHIUM-BIS-(TRIMETHYLSILYL)-AMID
  • LITHIUM BIS(TRIMETHYLSILYL)AMIDE
  • Lithium bis(trimethylsilyl)amide, 0.9-1.1M in hexane, packaged under Argon in resealable ChemSeal bottles
  • Lithium bis(trimethylsilyl)amide, 1.0m solution in methyl tert-butyl ether
  • Lithium bis(trimethylsilyl)amide1.0M sol. in methyl tert-butyl etherAcroSeal§3
  • Lithium bis(trimethylsilyl)amide1M solution in THF/EthylbenzeneAcroSeal§3
  • Lithium bis(trimethylsilyl)amide0.9M solution in methylcyclohexaneAcroSeal§3
  • (Lithioimino)bis(trimethylsilane)
  • [Di(trimethylsilyl)amino] lithium
  • 2-Lithio-1,1,1,3,3,3-hexamethylpropanedisilazane
  • 2-Lithiohexamethylpropanedisilazane
  • Lithioiminobis(trimethylsilane)
  • N-Lithio-N-(trimethylsilyl)-α,α,α-trimethylsilanamine
  • Lithium Hexamethyldisilazide,LiHMDS
  • N-LITHIOHEXAMETHYLDISILAZANE
  • 1,1,1-trimethyl-n-(trimethylsilyl)-silanaminlithiumsalt
  • lithium-bis-(trimethylsilyl)-amide(30%inthf)
  • Lithium bis(trimethylsilyl)amide, 20% (ca 1.06M) soln. in THF/ethylbenzene
  • Lithium bis(trimethylsilyl)amide, 0.9-1.1M in hexane, packaged under Argon in resealable ChemSealTM bottles
  • Lithium Hexamethyldisilazide (29% in Tetrahydrofuran, ca. 1.6mol/L)
  • Lithium bis(trimethylsilyl)amide, 0.9-1.1M in hexane, packaged under Argon in resealable ChemSeal^t bottles
  • Lithium bis(trimethylsilyl)amide, 0.9-1.1M in hexane, packaged under Argon in resealable ChemSeal^t
  • Lithium bis(trimethylsilyl)amide,1.3M solution in toluene/ethylbenzene
  • Lithium bis(trimethylsilyl)amide, 1.3M solution in THF
  • Lithium bis(trimethylsilyl)amide,1.3M solution in hexanes/ethylbenzene
  • LithiuM Bis(triMethylsilyl)aMide (ca. 26% in Tetrahydrofuran, ca. 1.3Mol/L)
  • LithiuM bis(triMethylsilyl)aMide, stab. with hexane
  • Hexamethyldisilazane Lithium Salt LiHMDS Lithium Hexamethyldisilazide
  • LithiuM bis(triMethylsilyl)aMide, 15% in 2-MeTHF/Ethylbenzene, AcroSeal
  • LITHIUM HEXAMETHYLDISILAZIDE, 1.25M in tetrahydrofuran
  • LithiuM bis(triMethylsilyl) aMide, titr 95%
  • LithiuM bis(triMethylsilyl)aMide solution 1.0 M in THF
  • LithiuM bis(triMethylsilyl)aMide, 1.0 M solution in THF
  • LithiuM bis(triMethylsilyl)aMide, 1.0 M solution in THF, J&KSeal
  • HMDS Li
  • LithiuM bis(triMethylsilyl)aMide solution 1 M in toluene
  • LithiuM bis(triMethylsilyl)aMide solution 1.0 M in hexanes
  • LithiuM bis(triMethylsilyl)aMide, 0.5 M solution in toluene, SpcSeal
  • Double triMethyl silyl aMino lithiuM
  • LithiuM bis(triMethylsilyl)aMide, 1.0 M solution in THF, SpcSeal
  • LithiuM bis(triMethylsilyl)aMide, 1.0M solution in Methyl tert-butyl ether, SpcSeal
  • Lithium bis(trimethylsilyl)amide, 1M in THF
  • LiHMDS（1M）
  • N,N-Bis(trimethylsilyl)amidelithium, 97%, 20% THF solution
  • Lithium bis(trimethylsilyl)amide, 1M in toluene
  • Lithium Hexamethyldisilazide (1M in Tetrahydrofuran)
  • Lithium bis(trimethylsilyl)amide, 1.0M sol. in methyl tert-butyl ether
  • Lithium bis(trimethylsilyl)amide, 1M solution in THF/Ethylbenzene
  • Hexamethyldisilazanelithiumsalt24%THF
  • Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt
  • lithium bis(trimethylsilyl)amide, 0.9-1.1m in hexane, packaged under argon in resealable chemseal