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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
MDL Number:
MFCD00008261
MOL File:
4039-32-1.mol
MSDS File:
SDS
Last updated:2023-12-22 17:53:22

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)
FDA UNII RC4N1I108M
EPA Substance Registry System Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt (4039-32-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
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(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 225770 Lithium bis(trimethylsilyl)amide solution 1.0?M in THF 4039-32-1 18L $2810 2024-03-01 Buy
Sigma-Aldrich 224367 Lithium bis(trimethylsilyl)amide solution 1.0 M in hexanes 4039-32-1 100ml $101 2024-03-01 Buy
Sigma-Aldrich 224367 Lithium bis(trimethylsilyl)amide solution 1.0 M in hexanes 4039-32-1 8l $496 2024-03-01 Buy
TCI Chemical H0915 Lithium Bis(trimethylsilyl)amide (ca. 26% in Tetrahydrofuran, ca. 1.3mol/L) 4039-32-1 100mL $60 2024-03-01 Buy
TCI Chemical H0915 Lithium Bis(trimethylsilyl)amide (ca. 26% in Tetrahydrofuran, ca. 1.3mol/L) 4039-32-1 500mL $210 2024-03-01 Buy
Product number Packaging Price Buy
225770 18L $2810 Buy
224367 100ml $101 Buy
224367 8l $496 Buy
H0915 100mL $60 Buy
H0915 500mL $210 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 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.

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.

Flammability and Explosibility

Highly flammable

Global( 470)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Hebei Guanlang Biotechnology Co,.LTD
+8619930503252 daisy@crovellbio.com China 5964 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7845 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55

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View Lastest Price from Lithium bis(trimethylsilyl)amide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lithium bis(trimethylsilyl)amide pictures 2023-12-23 Lithium bis(trimethylsilyl)amide
4039-32-1
US $50.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Lithium bis(trimethylsilyl)amide pictures 2023-08-23 Lithium bis(trimethylsilyl)amide
4039-32-1
US $0.00 / kg 1kg 99% 20 tons SHANGHAI T&W PHARMACEUTICAL CO., LTD.
Lithium bis(trimethylsilyl)amide pictures 2023-08-18 Lithium bis(trimethylsilyl)amide
4039-32-1
US $9.00 / KG 1KG 99.9 1 ton Hebei Guanlang Biotechnology Co,.LTD
HEXAMETHYLDISILAZANE LITHIUM SALT 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 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 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, 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 llthium(hexamethyldisilazane) Lithium bis(trimethylsilyl) amide, titr 95 % Lithium Bis(trimethylsilyl)amide,1.0M in THF Lithium bis(trimethyly silyl)acide LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1M IN TETRAHYDROFURAN LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1M IN HEXANE LITHIUM BIS(TRIMETHYLSILYL)AMIDE: 20% (CA. 1.06M) SOLUTION IN THF LITHIUM HMDS 30% IN THF LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1.0M & LITHIUM BIS(TRIMETHYLSILYL)AMIDE, 1 M & LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOL., ~ 1 M IN HEXANE LITHIUM BIS(TRIMETHYLSILYL)AMIDE 1 M SOLUTION IN TERT-BUTYL METHYL ETHER LITHIUM BIS(TRIMETHYLSILYL)AMIDE SOLUTIO N,~1 M IN THF