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ChemicalBook >> CAS DataBase List >>Methyllithium

Methyllithium

CAS No.
917-54-4
Chemical Name:
Methyllithium
Synonyms
MELI;LITHIUM METHANIDE;Methyllithium lithium bromide complex solution;Methyllithium solution;Lowhalide;1-2MinEther;methyl-lithiu;METHYLLITHIUM;Methy-Lithium;LITHIUM METHYL
CBNumber:
CB7234211
Molecular Formula:
CH3Li
Lewis structure
ch3li lewis structure
Molecular Weight:
21.98
MDL Number:
MFCD00008253
MOL File:
917-54-4.mol
MSDS File:
SDS
Last updated:2026-05-28 03:07:24
Product description Number Pack Size Price
Methyllithium solution 1.6M in diethyl ether 197343 1l $340
Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 186201 100mL $107
Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 186201 4x25ml $137
Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 186201 800mL $633
Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 186201 1L $681
More product size

Methyllithium Properties

Melting point 70-71℃
Boiling point 88℃
Density 0.85 g/mL at 20 °C
vapor density 3 (vs air)
Flash point 5 °F
storage temp. 2-8°C
form Solution
color Colorless to yellow
Specific Gravity 0.83
explosive limit 1.7-36% (v/v) Information refers to the main component.)
Water Solubility Reacts with water.
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity 9: reacts extremely rapidly with atmospheric moisture - may be pyrophoric - glove box or sealed system required
BRN 3587162
InChI 1S/CH3.Li/h1H3;
InChIKey DVSDBMFJEQPWNO-UHFFFAOYSA-N
SMILES [Li]C
CAS DataBase Reference 917-54-4(CAS DataBase Reference)
EPA Substance Registry System Lithium, methyl- (917-54-4)
UNSPSC Code 12352103
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Corrosion (GHS05)
GHS02,GHS05
Signal word  Danger
Hazard statements  H250-H260-H314
Precautionary statements  P210-P222-P231+P232-P233-P280-P223-P260-P264-P302+P334-P370+P378-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P305+P351+P338-P402+P404-P405-P501
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  F+,C,N,F,Xn,Xi
Risk Statements  12-15-17-22-34-66-67-65-51/53-11-36/37/38-36/38-19-40-36/37-37-14/15
Safety Statements  16-26-36/37/39-45-43-30-60-62-61-36/37
RIDADR  UN 3399 4.3/PG 1
WGK Germany  2
10
Autoignition Temperature 180°C (Information refers to the main component.)
TSCA  TSCA listed
HazardClass  4.3
PackingGroup  I
HS Code  29319090
Storage Class 4.2 - Pyrophoric and self-heating hazardous materials
Hazard Classifications Eye Dam. 1
Flam. Liq. 2
Pyr. Liq. 1
Skin Corr. 1B
Water-react 1
REACH Registrations Active
NFPA 704
4
3 2
W

Methyllithium price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 197343 Methyllithium solution 1.6M in diethyl ether 917-54-4 1l $340 2026-04-30 Buy
Sigma-Aldrich 186201 Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 917-54-4 100mL $107 2026-04-30 Buy
Sigma-Aldrich 186201 Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 917-54-4 4x25ml $137 2026-04-30 Buy
Sigma-Aldrich 186201 Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 917-54-4 800mL $633 2026-04-30 Buy
Sigma-Aldrich 186201 Methyllithium lithium bromide complex solution 1.5?M in diethyl ether 917-54-4 1L $681 2026-04-30 Buy
Product number Packaging Price Buy
197343 1l $340 Buy
186201 100mL $107 Buy
186201 4x25ml $137 Buy
186201 800mL $633 Buy
186201 1L $681 Buy

Methyllithium Chemical Properties,Uses,Production

Chemical Properties

Methyllithium is a colorless to yellowish solution, It is insoluble in hydrocarbon solvents although propyllithium and the higher homologues are miscible in hydrocarbons. Methyllithium is soluble in diethyl ether to about 6% by weight at room temperature (with or without lithium bromide) and is a little less soluble in tetrahydrofuran. Cooling of these solutions produces clear, colorless crystals of methyllithium etherate. Methyllithium is stable to about 200°C, at which temperature it disproportionates to dilithiomethane and methane.
Methyllithium

Uses

There are no significant industrial uses of methyllithium, but it is widely used in the laboratory in Grignard type reactions.
Methyllithium is an organolithium reagent mainly used for deprotonation and as a source of methyl anion. It is a strong base and a strong nucleophile.

Uses

Methyllithium lithium bromide complex solution (MeLi.LiBr) can be used as a methylating agent for the α-methylation of alkoxyaryl ketones.

Definition

ChEBI: Methyllithium is an alkyllithium compound and a one-carbon compound.

Preparation

Methyllithium is produced industrially by the reaction of methyl chloride or methyl bromide with lithium metal dispersion in diethyl ether. The reaction with methyl chloride yields a solution of methyllithium and a precipitate of lithium chloride which may be readily separated. When methyl bromide is used, the lithium bromide byproduct remains in solution and complexes with the methyllithium. This reduces the reactivity of the methyllithium and, in certain cases, affects its usefulness. On the other hand, the less reactive complex is more stable in diethyl ether. Methyllithium produced from methyl chloride contains only about 0.3 % lithium chloride in a 5 % solution in diethyl ether. It is more reactive than the lithium bromide complex, but decomposes at the rate of 1 % of the contained methyllithium per year (that is 5.00 % solution goes to 4.95 %) at room temperature. The decomposition by ether cleavage results in methane and ethylene formation which increases the pressure in the container on long storage. Methyllithium can be prepared easily in tetrahydrofuran but it has a half-life of only about 2 days at room temperature due to solvent cleavage.

Application

Methyllithium solution (1.6M in diethyl ether) has been used for the asymmetric allylic alkylation (AAA) of allylic electrophiles in the presence of a chiral copper catalyst. This protocol leads to the C-C bond formation of tertiary and quaternary stereogenic centers with high enantioselectivity. It can also be used for the synthesis of ()-salsolidine by reacting with 6,7-dimethoxy-3,4-dihydroisoquinoline in the presence of ()-sparteine as a chiral ligand.

Hazard

Flammable, dangerous fire and explosionrisk, self-ignites in air.

Global( 223)Suppliers
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View Lastest Price from Methyllithium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyllithium pictures 2026-03-20 Methyllithium
917-54-4
$9.90 1KG 99% 5tons Hebei Chuanghai Biotechnology Co., Ltd
Methyllithium pictures 2023-05-27 Methyllithium
917-54-4
$100.00 25kg 99% 500t/month Henan Bao Enluo International TradeCo.,LTD
METHYLLITHIUM pictures 2019-07-06 METHYLLITHIUM
917-54-4
$1.00 1KG 98% 1 Career Henan Chemical Co
  • Methyllithium pictures
  • Methyllithium
    917-54-4
  • $9.90
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd
  • Methyllithium pictures
  • Methyllithium
    917-54-4
  • $100.00
  • 99%
  • Henan Bao Enluo International TradeCo.,LTD
METHYLLITHIUM LITHIUM METHYL MethyllithiumcomplexedwithlithiumbromideinethyletherMc METHYLLITHIUM SOLUTION, ~5 % IN DIETHYL ETHER METHYLLITHIUM SOL., ~1 M IN CUMENE/THF methyl-lithiu MethyllithiuM, 3% solution in 2-MeTHF/cuMene, AcroSeal MethyllithiuM in ether 1.6M Lithium methide MethyllithiuM, 1.3M solution in diethyl ether MethyllithiuM, 1.6M solution in diethyl ether, J&KSeal MethyllithiuM solution 3% in 2-Methyltetrahydrofuran/cuMene MethyllithiuM, 1.6 M in Diethyl ether, SpcSeal MethyllithiuM solution 3.1 M in diethoxyMethane MethyllithiuM lithiuM broMide coMplex, 2.2 M solution in diethyl ether, SpcSeal Methyllithium, Low Chloride, 1.6M Solution in Diethyl Ether (+/- 5% w/v) METHYLLITHIUM, 2.5M SOLUTION IN DIETHOX& METHYLLITHIUM, 1.6M SOLUTION IN DIETHYLETHER 1-2MinEther Lowhalide Methyllithium,complexedwithlithiumbromideinethylether(1.5M) methyllithium, 1-2m in ether methyllithium, 1-2m in ether, packaged under argon in resealable chemseal Methyllithium, 1-2M in ether, packaged under Argon in resealable ChemSealTM bottles Methyllithium (2.8% in Ethyl Ether, ca. 1.0mol/L) Methyllithium, 1.6 M solution in diethyl ether (± 5% w/v) Methyllithium1.6 M sol. in diethyl ether (± 5% w/v)AcroSeal§3 Methyllithium, 1-2M in ether, packaged under Argon in resealable ChemSeal^t bottles Methyllithium,1.6 M sol. in diethyl ether (±5% w/v) Lithium methanide, MeLi Methyllithium3.0M Methyllithium, 1-2M in Ether, Packaged Under Argon in Resealable Chemseal Bottles Methyllithium, 1M in 2-Methyltetrahydrofuran Methyllithium solution,Lithium methanide, MeLi Methy-Lithium Methyllithium, 1.6 M sol. in diethyl ether (± 5% w/v), AcroSeal Methyl LithiuM 1.6Mol MethyllithiuM (ca. 3-5% in Ethyl Ether, ca. 1-2Mol/L) METHYL LITHIUM, 3M in diethoxymethane, (7-9 wt %) Methyllithium,8% in Diethoxymethane (DEM)(3M) Methyllithium ISO 9001:2015 REACH Methyllithium Lithium Iodide Complex 1.6M In DEE METHYLLITHIUM 1.6M IN DEE / 1.9 IN CYCLOPENTYL METHYL ETHER LITHIUM METHANIDE Methyllithium solution Methyl lithium 1.6 M in DEE Methyllithium(1.6mol/LinTHF) MethyllithiuM Impurity Methyl lithium (2.0 diethoxymethane solvent) Methyl Lithium 4% in Diethylether /1.6M in Cyclo pentyl methyl ether /4% in DEE with Lithium Iodide/ 8% in Diethoxy Methane MELI Methyllithium lithium bromide complex solution 917-54-4 917-57-4 CH3Li CH3LiBrLi CH3Li8729LiBr Alkyl
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