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Sodium methoxide

CAS No.
124-41-4
Chemical Name:
Sodium methoxide
Synonyms
SODIUM METHYLATE;NaOMe;MeONa;SODIUM METHANOLATE;Sodium methoxide solution;sodiuM forMaldehyde;methoxysodium;sodium methylate solution;Natriummethylat;Methanol,sodiumsalt
CBNumber:
CB6390309
Molecular Formula:
CH3NaO
Molecular Weight:
54.02
MDL Number:
MFCD00012179
MOL File:
124-41-4.mol
MSDS File:
SDS
Modify Date:2022-11-09 15:39:02

Sodium methoxide Properties

Melting point -98 °C
Boiling point 65 °C
Density 0.97 g/mL at 20 °C
vapor density 1.1 (vs air)
vapor pressure 50 mm Hg ( 20 °C)
refractive index 1.3700
Flash point 11 °C
storage temp. Store at +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 ℃]
color , clarity of solution to pass
Specific Gravity 0.945
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
Stability 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℃
CAS DataBase Reference 124-41-4(CAS DataBase Reference)
EWG's Food Scores 2
FDA UNII IG663U5EMC
NIST Chemistry Reference Sodium methoxide(124-41-4)
EPA Substance Registry System Sodium methoxide (124-41-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H228-H251-H290-H302-H314
Precautionary statements  P210-P235-P260-P280-P303+P361+P353-P305+P351+P338
Hazard Codes  F,T,C
Risk Statements  11-23/24/25-34-39/23/24/25-36/38-14-36/37/38-22-10
Safety Statements  8-16-26-43-45-7-36/37-7/8-36/37/39
RIDADR  UN 1431 4.2/PG 2
WGK Germany  1
RTECS  PC3570000
9-21
Autoignition Temperature 878 °F
TSCA  Yes
HazardClass  4.2
PackingGroup  II
HS Code  29051900
Toxicity LD50 orally in Rabbit: 2037 mg/kg LD50 dermal Rat > 2000 mg/kg
NFPA 704
3
3 2
W

Sodium methoxide price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.06538 Sodium methylate for synthesis 124-41-4 5G $28.7 2022-05-15 Buy
Sigma-Aldrich 8.06538 Sodium methylate for synthesis 124-41-4 250g $72 2022-05-15 Buy
Sigma-Aldrich 8.06538 Sodium methylate for synthesis 124-41-4 500g $76.9 2022-05-15 Buy
Sigma-Aldrich 8.06538 Sodium methylate for synthesis 124-41-4 16kg $633 2022-05-15 Buy
Sigma-Aldrich 156256 Sodium methoxide solution 25 wt. % in methanol 124-41-4 1l $57.7 2022-05-15 Buy
Product number Packaging Price Buy
8.06538 5G $28.7 Buy
8.06538 250g $72 Buy
8.06538 500g $76.9 Buy
8.06538 16kg $633 Buy
156256 1l $57.7 Buy

Sodium methoxide Chemical Properties,Uses,Production

Outline

Sodium methanolate is one of alkoxides that are generated by methanol. Its chemical formula is CH3ONa. It is strong base that is commonly used in organic synthesis.
Sodium methanolate is often stored in methanol, ethanol or the like alcohol solvent. It 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. It is sensitive to oxygen. It is flammable, explosive and easily hygroscopic. It is soluble in methanol and ethanol, and can decompose into methanol and sodium hydroxide with water. It decomposes at 126.6℃ in the air. It is not soluble in benzene and toluene. It is strong irritant and highly corrosive. Sodium methanolate 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. It can also be used as catalyst in processing edible fats and oils (especially processing lard). It is used as analytical reagent.
Solid sodium methanolate is colorless amorphous powder. It is sensitive to oxygen, and it is flammable. It is soluble in methanol and ethanol, and can decompose into methanol and sodium hydroxide with water. It decomposes at 126.6℃ in the air. It 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.
Solid sodium methanolate and sodium methoxide methanol solution
Solid sodium methanolate 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. Its 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.

Soda process for producing sodium methylate

Sodium methylate is prepared by the reaction of methanol with sodium hydroxide for soda method. Their reaction is as follows:
CH3OH + NaOH→CH3ONa + H2O
1. The preparation of methanol lye
Crush the solid sodium hydroxide. Then add it into melting pot base containing methanol (99.8%) in proportion. Start circulating pump, and dissolve the sodium hydroxide below 70℃. When its content is 20% to 23%, cool down to 40℃ and inject into the settling tank. Stand 12h and spare.
2. The preparation of sodium methylate
Pass into the steam to the vaporization pot and reaction tower mezzanine. Heat it and control the temperature at 85~100℃. Add anhydrous methanol to vaporization pot at the flow rate of 180L/h. Meanwhile add methanol lye in the top of the reaction tower at the flow rate of 25kg/h. Methanol gas containing 2% of water produced by the reaction from the reaction distill the reaction tower overhead into the purification distillation column to remove water. Then it becomes absolute methanol recycling. Control the temperature of reaction bottoms (i.e. vaporization pot) at 65~70℃, and check the bottoms. When containing 27%~31% Sodium methanolate, 1% or less of the free base, products are obtained. The yield is 86% (as sodium hydroxide).
Fixed consumption of the process is as follows: methanol (95%) 973kg/t, sodium hydroxide (99.5%) 209kg/t.
The above information is edited by the chemicalbook of Ge Qian.

Sodium process for producing sodium methylate

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:
1. Feeding step. Industrial methanol is pumped into methanol metering tank. 120kg of sodium metal is added into the reaction kettle.
2. Nitrogen substitution step. Close feed valve and vent valve. 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.
3. Reaction step. The cooling water is fed to the condenser. Methanol is immediately added to the methanol tank (note methanol addition rate). Nitrogen is stopped after 5~10min. Methanol is continuously added. 820kg of methanol is added in 2~3h and then the feed valve is closed. The reaction is continued for 2~3h until the reaction mixture has no bubbles.
4. Reconciliation step. The product is added into the harmonic tank. Sample and analysis. Reconcile to the desired concentration and barrels.

The comparison soda process with sodium process

The content of methanol alkaline get by sodium method is higher, more reliable and stable than alkaline method. And the content of free alkali is low. Sodium methylate prepared by sodium method can take off a lot of alcohol and other impurities from sodium in the reaction. The content of Na2CO3 in sodium method is lower than in alkaline method, which can improve product quality and yield of the users.

Solution quality reference standard

Item Index
Appearance colorless to pale yellow viscous liquid
Content (total base number) 29.5%~31.0%
Sodium methoxide (NaOCH3) 28.9%~31.0%
Sodium hydroxide (NaOH) ≤0.5%
Sodium carbonate (Na2CO3) ≤0.1%
Water (H2O) ≤0.2%
Methanol 69.0%~70.7%

How to separate solid sodium hydroxide and sodium methylate

1. Dissolved in water (sodium alcoholate reacts violently with water to generate alcohol and sodium hydroxide)
2. Distillation (separate alcohol)
3. Evaporation (separate sodium hydroxide)
4. Try to dry alcohol to anhydrous state (repeated distillation)
5. Add sodium to generate sodium alcohol
6. Distill alcohol to get solid alcohol sodium. (It should be avoided being exposed to the air when distilling. If it is exposed to the air or it is taken down before drying up and cooling, the state of alcohol sodium that is separated out is not well. The good one is white. if not, it will be tan is. But it doesn’t have any great impact. It is easy to be prepared.)

Production Process

Solid sodium hydroxide 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.

Identification test

It can react with oxygen and carbon dioxide. It decomposes in water. Sodium test of the solution (IT-28) is positive.
Take 0.1m1 5% sulfuric acid and 0.2ml potassium permanganate solution (TS-193), and add 1 drop of 1% aqueous solution of the sample. After placing 5min, add 0.2ml 25% sodium sulfite solution and 3ml sulfate. Then add 0.2ml chromium changed acid solution (TS-l66). The solution is amaranth to purple.

Chemical properties

Colorless amorphous fine powder. Dissolved in methanol, ethanol.

Uses

1. Sodium methoxide can be used as alkaline condensing agent and catalyst in organic synthesis. It can be used to synthesize perfumes, dyes and the like. It is also the raw material of vitamin B1, A and sulfadiazine.
2. It 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.
3. It is the main raw material used for medicine, pesticide. It is also used in dyes and chemical fiber industry.
4. Fatty transesterification catalyst. It can change the fat structure so that it is suitable for margarine. It must be removed in the final food.
5. It is mainly used as condensing agent, strong alkaline catalyst and methoxy agent. It 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. It can also be used as the catalyst for processing edible fats and oils (especially processing lard). It can also be used as analytical reagent.
6. It is widely used in perfumes, dyes and other industries. It 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. It can also be used as the catalyst for processing edible fats and oils (especially processing lard). It can also be used as analytical reagent.
7. It can be used as condensing agent in organic synthesis.

Production method

1. Xylene (water content < 0.05) and metallic sodium are added into reaction vessel. Heat the reaction vessel to 130~140℃, keep for 1h and stop heating. After rapid stirring for 1h, use cooling water to 50℃. Then start to dropwise add anhydrous methanol (water content < 0.1%), and appropriately add dry xylene. The dropping rate depends on the flow rate of methanol and the release of hydrogen. After the dropwise addition finishes, heat it under reflux for 4h and cool to room temperature to obtain sodium methanolate slurry. Xylene can be recovered by vacuum distillation and then dried in vacuo for 4h. Sodium methanolate can be obtained by nitrogen cooling. The yield is over 90%. Sodium methanolate can also be prepared by the continuous reaction and dehydration of sodium hydroxide with methanol at 85~100℃.
2. It can be obtained by the reaction of sodium hydroxide and methanol in benzene.

Category

Corrosive materials

Chemical Properties

white powder

Uses

Sodium methoxide 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. It 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.

General Description

Sodium methylate is a white amorphous powder. It 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. It is used to process edible fats and oils, and to make other chemicals.

Air & Water Reactions

Highly flammable. Ignites in moist air [Wischmeyer 1966]. Reacts with water to produce a mixed solution of sodium hydroxide and methyl alcohol.

Reactivity Profile

SODIUM METHYLATE is a strong base. Reacts with light metals forming H2 gas, with fire and explosion hazards. Too rapid addition of sodium methylate to a mixture of chloroform and methanol initiated an uncontrolled exothermic reaction between the chloroform and the methylate that caused a violent explosion [MCA Case History 693 1961]. Sodium methoxide is incompatible with 4-chloronitrobenzene and fluorinated cyclopropenyl methyl ethers, such as perfluoromethoxycyclopropene. The reactions are vigorous and may initiate ignition [Bretherick, 1995, pg. 191].

Hazard

(Solid) Flammable when exposed to heat or flame. (Solution) Flammable, moderate fire risk.

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.

Flammability and Explosibility

Flammable

Safety Profile

A corrosive and irritating material. It 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.

Purification Methods

It behaves in the same way as sodium ethoxide. It is hygroscopic and is hydrolysed by moist air to NaOH and MeOH. Material that has been kept under N2 should be used. If erratic results are obtained, even with recently purchased NaOMe, it should be freshly prepared thus: Clean Na (37g) cut in 1-3g pieces is added in small portions to stirred MeOH (800mL) in a 2L three-necked flask equipped with a stirrer and a condenser with a drying tube. After all the Na has dissolved, the MeOH is removed by distillation under vacuum, and the residual NaOMe is dried by heating at 150o under vacuum and kept under dry N2 [Burness Org Synth 39 51 1959]. [Beilstein 1 IV 1227.]

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View Lastest Price from Sodium methoxide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Sodium methoxide pictures 2022-11-11 Sodium methoxide
124-41-4
US $0.00-0.00 / kg 25kg 99.9% EX:20tons Jinan Chengyuan Chemical Co. , Ltd.
Sodium methylate pictures 2022-08-18 Sodium methylate
124-41-4
US $110.00 / kg 1kg 99% 100 tons Hebei Duling International Trade Co. LTD
Sodium methoxide pictures 2022-06-29 Sodium methoxide
124-41-4
US $10.00-20.00 / KG 1KG 99%Min 2000ton/Month Hebei Linwo New Material Technology Co., LTD
  • Sodium methoxide pictures
  • Sodium methoxide
    124-41-4
  • US $0.00-0.00 / kg
  • 99.9%
  • Jinan Chengyuan Chemical Co. , Ltd.
  • Sodium methylate pictures
  • Sodium methylate
    124-41-4
  • US $110.00 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD
  • Sodium methoxide pictures
  • Sodium methoxide
    124-41-4
  • US $10.00-20.00 / KG
  • 99%Min
  • Hebei Linwo New Material Technology Co., LTD
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