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Sodium Methylate is one of alkoxides that are generated by methanol.
Sodium Methylate's chemical formula is CH3ONa.
Sodium Methylate is strong base that is commonly used in organic synthesis.
CAS Number: 124-41-4
Molecular Formula: CH3NaO
Molecular Weight: 54.02
EINECS Number: 204-699-5
Synonyms: Sodium methanolate, SODIUM METHOXIDE, 124-41-4, Sodium methylate, Methoxysodium, Methanol, sodium salt, Feldalat NM, Metilato sodico, Methylate de sodium, IG663U5EMC, DTXSID8027030, SODIUM METHYLATE, DRY, DTXCID607030, 204-699-5, Methanol, sodium salt (1:1), RefChem:6240, sodium;methanolate, MFCD00012179, sodiummethanolate, Metilato sodico [Spanish], Sodium Methoxide [5M(28%) in MeOH], Methylate de sodium [French], HSDB 755, EINECS 204-699-5, UN1289, UN1431, UNII-IG663U5EMC, sodiummethoxide, sodiummethylate, sodium methyate, Sodium methylat, sodium mehtylate, sodium-methoxide, sodium-methylate, AI3-52659, natrium methoxide, sodium methanolat, MeONa, NaOMe, sodium -methoxide, sodium meth-oxide, sodium methox-ide, CH3NaO, CH3ONa, NaOCH3, MeO-Na+, SCHEMBL81, EC 204-699-5, SODIUM METHOXIDE [MI], SODIUM METHYLATE [FCC], SODIUM METHOXIDE [HSDB], BCP26456, Sodium methoxide, 25% in methanol, Sodium methoxide, 30% in methanol, STL483237, AKOS009031299, Sodium methoxide, 25 wt.% in methanol, Sodium methoxide, ca 25% w/w in methanol, Sodium methoxide, 0.5 M Methanolic Solution, A805230, Q414384, Sodium methylate [UN1431] [Spontaneously combustible], 0.1M Sodium Methoxide according to European Pharmacopoeia 4.2.2, feldalatnm;Methanol, sodium salt;Methanol,sodiumsalt;methoxysodium;methylatedesodium(french);Sodium methoxide, anhydrous powder, pure;Sodium methoxide, titrant, (0.5 M in methanol), pure;SODIUM METHOXIDE 25% in METHYL ALCOHOL
Sodium methanolate is often stored in methanol, ethanol or the like alcohol solvent.
Sodium Methylate can generate suspension when it dissolves in ether.
It can decompose into methanol and sodium hydroxide with water: CH3ONa + H2O→CH3OH + NaOH
Sodium methanolate product has two forms: solid and liquid. Solid is pure sodium methanolate.
The liquid is methanol solution of sodium methanolate and the content of sodium methylate is 27.5% to 31%.
Liquid sodium methanolate is colorless or slightly yellow viscous liquid.
Sodium Methylate is sensitive to oxygen.
Sodium Methylate is flammable, explosive and easily hygroscopic.
It is soluble in methanol and ethanol, and can decompose into methanol and sodium hydroxide with water.
Sodium Methylate decomposes at 126.6℃ in the air.
It is not soluble in benzene and toluene.
It is strong irritant and highly corrosive.
Sodium Methylate can be used as condensing agent, strong alkaline catalyst and methoxy agent for the preparation of vitamin B1, vitamin A, sulfadiazine and other drugs.
Few can be used in production of pesticides.
Sodium Methylate can also be used as catalyst in processing edible fats and oils (especially processing lard).
Sodium Methylate is used as analytical reagent.
Sodium Methylate is colorless amorphous powder.
It is sensitive to oxygen, and it is flammable.
Sodium Methylate is soluble in methanol and ethanol, and can decompose into methanol and sodium hydroxide with water.
It decomposes at 126.6℃ in the air.
Sodium Methylate is mainly used for the production of sulfa drugs, VB6 and VA.
Sodium methylate is a kind of catalyst for organic synthesis.
It can be used for the production of pesticides and oil processing industries.
Sodium Methylate is the simplest sodium alkoxide.
With the formula CH3ONa, it is a white solid, which is formed by the deprotonation of methanol.
Sodium Methylate is a widely used reagent in industry and the laboratory.
It is also a dangerously caustic base.
Sodium methylate, also known as sodium methoxide, is a highly reactive organic alkoxide compound with the chemical formula CH₃ONa, consisting of a sodium cation (Na⁺) bonded to a methoxide anion (CH₃O⁻), and it is commonly encountered as a white to off-white crystalline solid or as a solution in anhydrous methanol, where it appears as a clear, colorless liquid.
Chemically, it is classified as a strong nucleophile and a strong base, which makes it extremely useful in organic synthesis reactions such as transesterification, deprotonation, and the preparation of methyl esters from triglycerides, while simultaneously making it highly reactive toward moisture and atmospheric carbon dioxide.
Because of this reactivity, sodium methylate must be stored under anhydrous conditions in airtight containers, typically under inert gases such as nitrogen, and in a dry, cool environment to prevent it from reacting with water to form methanol and sodium hydroxide.
Sodium Methylate and sodium methoxide methanol solution
Sodium methylate is a kind of mature chemical products.
It has several decades of production history in China.
The overall price is high in the south than in the north.
Sodium Methylates price is 4500 yuan/T in the southwest, and 4,000 yuan/T in Shandong.
Its price changed little with the increase of methanol’s price in 2004. The profit of per ton of product is 500 to 700.
Sodium Methylate is a white amorphous powder.
Sodium Methylate reacts with water to form sodium hydroxide, a corrosive material, and methyl alcohol, a flammable liquid.
The heat from this reaction may be sufficient to ignite surrounding combustible material or the sodium methylate itself if the water is present in only small amounts.
Sodium Methylate is used to process edible fats and oils, and to make other chemicals.
Sodium Methylate is prepared by treating methanol with sodium: 2 Na + 2 CH3OH → 2 CH3ONa + H2
The reaction is so exothermic that ignition is possible.
The resulting solution, which is colorless, is often used as a source of sodium methoxide, but the pure material can be isolated by evaporation followed by heating to remove residual methanol.
As a solid, sodium methoxide is polymeric, with sheet-like arrays of Na+ centers, each bonded to four oxygen centers.
The structure, and hence the basicity, of sodium methoxide in solution depends on the solvent.
Sodium Methylate is a significantly stronger base in DMSO where it is more fully ionized and free of hydrogen bonding.
Melting point: −98 °C
Boiling point: 65 °C
Density: 0.97 g/mL at 20 °C
Bulk density: 500–600 kg/m³
Vapor density: 1.1 (vs air)
Vapor pressure: 50 mmHg (20 °C)
Refractive index: 1.3700
Flash point: 11 °C
Storage temp.: +5 °C to +30 °C
Solubility: Miscible with ethanol, methanol, fats, and esters. Immiscible with hydrocarbons and organic solvents.
Form: Powder
pKa: 15.17 (at 20 °C)
Specific Gravity: 0.945
Color: Clarity
pH: 11 (20 °C, 20 g/L in H₂O)
Explosive limit: 36%
Water solubility: Reacts
Sensitive: Moisture sensitive
Hydrolytic sensitivity: 8 (reacts rapidly with moisture, water, protic solvents)
Merck: 14,8643
BRN: 3592982
Exposure limits:
ACGIH: Ceiling 2 mg/m³
OSHA: TWA 2 mg/m³
NIOSH: IDLH 10 mg/m³; Ceiling 2 mg/m³
Dielectric constant: 1.5 (ambient)
Stability: Highly flammable. Reacts violently with water. Keep container dry. Incompatible with water, acids, chlorinated solvents.
InChIKey: WQDUMFSSJAZKTM-UHFFFAOYSA-N
LogP: −0.77 (at 25 °C)
Sodium metal and methanol as raw materials, using intermittent production process to produce methanol solution of sodium methylate.
The reaction is as follows: 2CH3OH + 2Na→2CH3ONa + H2↑
The production process is mainly divided into four parts:
Feeding step. Industrial methanol is pumped into methanol metering tank.
Sodium Methylate is added into the reaction kettle.
Purged with nitrogen into the reactor so that the index reached 0.1MPa.
Open vent valve to remove the pressure, and repeat three times under reflux.
The vent valve remains open to continue introducing nitrogen.
The cooling water is fed to the condenser.
Methanol is immediately added to the methanol tank (note methanol addition rate).
Sodium Methylate is widely used as a catalyst in biodiesel production, where it promotes the conversion of vegetable oils or animal fats into fatty acid methyl esters through transesterification, enabling large-scale production of renewable fuels.
Additionally, it serves as a key reagent in chemical synthesis, including the preparation of pharmaceuticals, dyes, and fine chemicals, where its ability to deprotonate alcohols, phenols, and weak acids allows for the formation of new carbon-oxygen or carbon-carbon bonds.
Sodium Methylate is also used in laboratory-scale organic reactions due to its high basicity and nucleophilicity, but it requires strict handling procedures because it can react violently with water or acidic compounds, and it is spontaneously flammable in air in certain concentrations, especially in its solid form.
Sodium Methylate and methanol mix at a certain proportion.
After stirring the mixture to dissolve, solid impurities are removed by sedimentation and clarification.
The clear liquid is pumped into the top of the dehydration reaction column, while the refined methanol vapor is added from the bottom of the tower with continuous dehydration reaction.
Then the product can be obtained from tower bottom.
Aqueous methanol vapor is purified from the top of the column into the distillation system, while anhydrous methanol can be used repeatedly.
Uses:
Sodium Methylate can be used as alkaline condensing agent and catalyst in organic synthesis.
Sodium Methylate can be used to synthesize perfumes, dyes and the like.
Sodium Methylate is also the raw material of vitamin B1, A and sulfadiazine.
Sodium Methylate can be used as condensing agent in organic synthesis and catalyst in edible oil process.
It is also the important raw material to synthesize sulfadiazine, sulfamethoxazole, sulfa synergist and the like.
Sodium Methylate is the main raw material used for medicine, pesticide. It is also used in dyes and chemical fiber industry.
Sodium Methylate can change the fat structure so that it is suitable for margarine.
It must be removed in the final food.
Sodium Methylate is mainly used as condensing agent, strong alkaline catalyst and methoxy agent.
Sodium Methylate can be used for the preparation of vitamin B1 and A, sulfadiazine and other drugs.
And little can be used in the production of pesticides.
Sodium Methylate can also be used as the catalyst for processing edible fats and oils (especially processing lard).
It can also be used as analytical reagent.
It is widely used in perfumes, dyes and other industries.
Sodium Methylate is mainly used as condensing agent, strong alkaline catalyst and methoxy agent for the preparation of vitamin B1 and A, sulfadiazine and other drugs.
Little can be used in the production of pesticides.
Sodium Methylate can also be used as the catalyst for processing edible fats and oils (especially processing lard).
Sodium Methylate can also be used as analytical reagent.
Sodium Methylate can be used as condensing agent in organic synthesis.
Sodium Methylate is mainly used as a condensation agent, a strong alkaline catalyst and a methoxylating agent for the production of vitamin B1 and A, sulfadiazine and other drugs, and in small quantities for the production of pesticides.
Sodium Methylate is also used as a catalyst for treatment ofedible fats and oils, as an intermediate inmany synthetic reactions, to prepare sodiumcellulosate; and as a reagent in chemicalanalysis.
Sodium Methylate is a routinely used base in organic chemistry, applicable to the synthesis of numerous compounds ranging from pharmaceuticals to agrichemicals.
As a base, it is employed in dehydrohalogenations and various condensations.
It is also a nucleophile for the production of methyl ethers.
Sodium Methylate is used as an initiator of anionic addition polymerization with ethylene oxide, forming a polyether with high molecular weight.
Biodiesel is prepared from vegetable oils and animal fats (fatty acid triglycerides) by transesterification with methanol to give fatty acid methyl esters (FAMEs).
Sodium Methylate acts as a catalyst for this reaction, but will combine with any free fatty acids present in the oil/fat feedstock to form soap byproducts.
One of the most significant industrial uses of sodium methylate is as a catalyst in biodiesel production, where it facilitates the transesterification reaction of vegetable oils, animal fats, or other triglyceride-based feedstocks with methanol to produce fatty acid methyl esters (FAME) and glycerol as a byproduct.
In this process, sodium methylate acts as a strong base that efficiently deprotonates the alcohol and accelerates the conversion of triglycerides to methyl esters, which allows biodiesel to be produced on a large scale with high yield and purity.
Its solubility in methanol and high nucleophilicity make it particularly effective in ensuring uniform reaction conditions and fast reaction rates, which is essential for industrial biodiesel plants that operate continuously.
Sodium Methylate is widely used as a reagent in organic synthesis, where it serves both as a strong base and a nucleophile in a variety of reactions.
For example, it is commonly employed to deprotonate alcohols, phenols, and weak acids, enabling the formation of ethers, esters, and other functionalized organic compounds.
Sodium Methylate also participates in methylation reactions, where the methoxide group is transferred to suitable electrophiles, as well as in condensation reactions, such as Claisen condensations, transesterifications, and Knoevenagel reactions, which are key steps in the synthesis of pharmaceuticals, dyes, agrochemicals, and fine chemicals.
Its versatility as both a nucleophile and a base makes it a standard reagent in laboratory and industrial chemical processes.
Health Hazard:
TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death.
Contact with molten substance may cause severe burns to skin and eyes avoid any skin contact.
Effects of contact or inhalation may be delayed.
Fire may produce irritating, corrosive and/or toxic gases.
Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard:
Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.
Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.).
Contact with metals may evolve flammable hydrogen gas containers may explode when heated.
Safety Profile:
A corrosive and irritating material.
Sodium Methylate hydrolyzes into methanol and sodlum hydroxide.
May ignite spontaneously in moist air flammable when exposed to heat or flame.
Ignites on contact with water, Violent reaction with (CHCl3 + CH3OH), (methyl azide + dimethylmalonate), FClO3.
When heated to decomposition it emits toxic fumes of Na2O.
Sodium methylate is a highly reactive strong base and nucleophile, which makes it extremely hazardous if handled improperly, because it can react violently with water, acids, or moisture in the air to produce methanol and highly caustic sodium hydroxide, both of which pose serious health risks.
Its reactivity also means that even small amounts of moisture or humidity can trigger exothermic reactions, producing heat and flammable vapors that increase the risk of fire or explosion in industrial and laboratory settings.
Inhalation of sodium methylate dust or its methanol vapors can cause respiratory irritation, coughing, shortness of breath, and sore throat, and prolonged exposure may exacerbate irritation of the mucous membranes in the nose, throat, and lungs.
Because methanol vapors produced from reaction with water are toxic if inhaled, inhalation hazards are compounded in poorly ventilated areas, necessitating the use of fume hoods, respirators, or other protective equipment in laboratories or industrial plants.
