Lithium bis(trimethylsilyl)amide

ChemicalBook > CAS DataBase List > Lithium bis(trimethylsilyl)amide

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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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