ChemicalBook > Product Catalog >Organic Chemistry >Organometallic compounds >Organolithium >Methyllithium

Methyllithium

Methyllithium Suppliers list
Company Name: Hebei Mojin Biotechnology Co., Ltd
Tel: +86-13288715578 +86-13231137666
Email: sales@hbmojin.com
Products Intro: Product Name:Methyllithium
CAS:917-54-4
Purity:99% Package:25KG
Company Name: Beijing Cooperate Pharmaceutical Co.,Ltd
Tel: 010-60279497
Email: sales01@cooperate-pharm.com
Products Intro: Product Name:Methyllithium
CAS:917-54-4
Purity:98% Package:100G;1KG;5KG;10KG;25KG;50KG;100KG
Company Name: Henan Tianfu Chemical Co.,Ltd.
Tel: +86-0371-55170693 +86-19937530512
Email: info@tianfuchem.com
Products Intro: Product Name:Methyllithium
CAS:917-54-4
Purity:99% Package:25KG;5KG;1KG
Company Name: career henan chemical co
Tel: +86-0371-86658258
Email: sales@coreychem.com
Products Intro: Product Name: METHYLLITHIUM
CAS: 917-54-4
Purity:99% Package:1KG;11USD
Company Name: Hebei Guanlang Biotechnology Co., Ltd.
Tel: +86-19930503282
Email: alice@crovellbio.com
Products Intro: Product Name:Methyllithium
CAS:917-54-4
Purity:99% Package:1KG;9.9USD

Methyllithium manufacturers

  • Methyllithium
  • Methyllithium pictures
  • $0.00 / 25KG
  • 2023-08-18
  • CAS:917-54-4
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 50000KG/month
  • Methyllithium
  • Methyllithium pictures
  • $100.00/ kg
  • 2023-05-27
  • CAS:917-54-4
  • Min. Order: 25kg
  • Purity: 99%
  • Supply Ability: 500t/month
  • Methyllithium
  • Methyllithium pictures
  • $9.90 / 1KG
  • 2021-11-09
  • CAS:917-54-4
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 5tons
Methyllithium Basic information
Product Name:Methyllithium
Synonyms: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
CAS:917-54-4
MF:CH3Li
MW:21.98
EINECS:213-026-4
Product Categories:metal alkyl;Classes of Metal Compounds;Li (Lithium) Compounds;Typical Metal Compounds;25mL Sure/Seal Reagents;Alkyl;Chemical Synthesis;Organic Bases;Organolithium;Organometallic Reagents;Synthetic Reagents
Mol File:917-54-4.mol
Methyllithium Structure
Methyllithium Chemical Properties
Melting point 70-71℃
Boiling point 88℃
density 0.85 g/mL at 20 °C
vapor density 3 (vs air)
Fp 5 °F
storage temp. 2-8°C
form Solution
color Colorless to yellow
Specific Gravity0.83
Water Solubility Reacts with water.
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity9: reacts extremely rapidly with atmospheric moisture - may be pyrophoric - glove box or sealed system required
BRN 3587162
Exposure limitsACGIH: TWA 400 ppm; STEL 500 ppm
OSHA: TWA 400 ppm(1200 mg/m3)
NIOSH: IDLH 1900 ppm
CAS DataBase Reference917-54-4(CAS DataBase Reference)
EPA Substance Registry SystemLithium, methyl- (917-54-4)
Safety Information
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
TSCA Yes
HazardClass 4.3
PackingGroup I
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
Methyllithium Usage And Synthesis
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

UsesThere 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.
UsesMethyllithium lithium bromide complex solution (MeLi.LiBr) can be used as a methylating agent for the α-methylation of alkoxyaryl ketones.
DefinitionChEBI: Methyllithium is an alkyllithium compound and a one-carbon compound.
PreparationMethyllithium 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.
ApplicationMethyllithium 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.
HazardFlammable, dangerous fire and explosionrisk, self-ignites in air.
Tag:Methyllithium(917-54-4) Related Product Information
METHYLLITHIUM LITHIUM BROMIDE COMPLEX Methyllithium (TRIMETHYLSILYL)METHYLLITHIUM,(TRIMETHYLSILYL)METHYLLITHIUM SOLUTION, ~1 M IN PENTANE LITHIUM (TRIMETHYLSILYL)ACETYLIDE Ethyllithium LITHIUM CYCLOPENTADIENIDE PROPYNYLLITHIUM N-HEXYLLITHIUM LITHIUM PHENYLACETYLIDE SEC-BUTYLLITHIUM Phenyllithium tert-Butyllithium Lithium acetylide ethylenediamine complex n-Butyllithium BIRCH-ME Cumene Diethyl ether Lithium