LITHIUM METHOXIDE

LITHIUM METHOXIDE Basic information
Preparation
Product Name:LITHIUM METHOXIDE
Synonyms:LITHIUM METHOXIDE;Methanol, lithiuM salt (1:1);LithiuM Methoxide solution ~10% in Methanol (T, ~2.2 M);LithiuM Methoxide, 2.20 M solution in Methanol, SpcSeal;Lithium methoxide solution 1.0 M in methanol;LITHIUM METHOXIDE, 1.0M SOLUTION IN METH YL ALCOHOL;LITHIUM METHYLATE SOLUTION, ~4.6 % IN ME THANOL;LITHIUM METHYLATE SOLUTION, ~10% IN METH ANOL
CAS:865-34-9
MF:CH3LiO
MW:37.97
EINECS:212-737-7
Product Categories:metal alkoxide;Organics
Mol File:865-34-9.mol
LITHIUM METHOXIDE Structure
LITHIUM METHOXIDE Chemical Properties
Melting point 500°C
Boiling point 64.6 °C
density 0.85 g/mL at 20 °C
Fp 52 °F
storage temp. Flammables area
solubility Soluble in methanol.
form powder
Specific Gravity0.85
color White
Sensitive Moisture Sensitive
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 3552389
Stability:Stable, but reacts violently with water. Highly flammable. Store under dry inert gas.
CAS DataBase Reference865-34-9(CAS DataBase Reference)
EPA Substance Registry SystemMethanol, lithium salt (865-34-9)
Safety Information
Hazard Codes F,T,C
Risk Statements 14-17-34-39/23/24/25-36/38-23/24/25-11
Safety Statements 8-16-26-43-45-36/37/39-36/37
RIDADR UN 3274 3/PG 2
WGK Germany 3
3-10-23
TSCA Yes
HazardClass 4.2
PackingGroup II
HS Code 29051990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
LITHIUM METHOXIDE Usage And Synthesis
PreparationLithium methoxide (3 cm3, 3mmol of 1.0M solution in methanol) was added to  (11) (1.0 g, 2.8 mmol) in methanol (15 cm3) at 0 °C, with stirring, under an atmosphere  of nitrogen. The mixture was stirred at room temperature for 67 h, then water (20 cm3)  was added and the mixture extracted into dichloromethane (DCM). The DCM solution  was dried (MgS04) and evaporated giving a solid ( 1.1 g) shown to consist of 4- methoxy-3,5-difluoro-2,6-dibromopyridine (22g) ( 19% ), 2,6-dibromo-4,5-dimethoxy-3- fluoropyridine (22h) (5%), (23b) (39% by comparison with authentic sample) and (23a)  (36%). Neither column chromatography (eluting DCM and petrol 7: 3) nor preparative  scale GLC ( 10% SE30, 140 oC) gave adequate separation of the products. However, a  carbon nmr spectrum and GCMS of a mixture of (22g) and (23b) was obtained and the  carbon spectra was assigned by comparison with that of (23b ).
Chemical Propertieswhite powder
UsesEmployed in sol-gel synthesis of lithium borophosphates.
UsesLithium methoxide is used in sol-gel synthesis of lithium borophosphates. It is also useful for deprotonation reactions in organic synthesis. Further, it serves as a mild base in organic synthesis especially in transesterifications.
Purification MethodsThe most probable impurity is LiOH due to hydrolysis by moisture. It is important to keep the sample dry. It can be dried by keeping in a vacuum at 60-80o under dry N2 using an oil pump for a few hours. Store it under N2 in the cold. It should not have bands above 3000cm-1, IR has 1078, 2790, 2840 and 2930cm-1 in KBr. [Suebold J Org Chem 21 1561956, Beilstein 1 IV 1220, 1241.]
LITHIUM METHOXIDE Preparation Products And Raw materials
Preparation ProductsCefbuperazone-->4-CYANO-2-METHOXYPYRIDINE-->METHYL 3-THIOPHENECARBOXYLATE 97
FORMALDEHYDE LITHIUM PHENOXIDE ETHYLENEDIAMINETETRAACETIC ACID DILITHIUM SALT LITHIUM OXALATE BETA-HYDROXYPYRUVIC ACID LITHIUM SALT HYDRATE LITHIUM METHOXIDE LITHIUM ACETYLACETONATE LITHIUM SALICYLATE DL-2-HYDROXY-N-BUTYRIC ACID LITHIUM SALT Lithium stearate LITHIUM TRIFLUOROACETATE Lithium benzoate Lithium acetoacetate LITHIUM CYCLOHEXANEBUTYRATE LITHIUM IODOACETATE LITHIUM 3,5-DIIODOSALICYLATE PYRUVIC ACID LITHIUM SALT LITHIUM CITRATE, 99

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