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Sodium methoxide information


Sodium methoxide
Names
IUPAC name
Sodium methoxide
Other names
Sodium methylate
Identifiers
CAS Number
  • 124-41-4 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 29033 checkY
ECHA InfoCard 100.004.273 Edit this at Wikidata
PubChem CID
  • 10942334
UNII
  • IG663U5EMC checkY
CompTox Dashboard (EPA)
  • DTXSID8027030 Edit this at Wikidata
InChI
  • InChI=1S/CH3O.Na/c1-2;/h1H3;/q-1;+1 checkY
    Key: WQDUMFSSJAZKTM-UHFFFAOYSA-N checkY
  • InChI=1/CH3O.Na/c1-2;/h1H3;/q-1;+1
    Key: WQDUMFSSJAZKTM-UHFFFAOYAC
SMILES
  • [Na+].[O-]C
Properties
Chemical formula
CH3NaO
Molar mass 54.02 g/mol
Appearance White solid
Melting point 127 °C (261 °F; 400 K)
Boiling point 350 °C (662 °F; 623 K)[1] (decomposition)
Solubility in water
Reacts with water
Solubility Soluble in ethanol, methanol
Insoluble in hydrocarbons
Structure
Crystal structure
Hexagonal
Hazards
GHS labelling:
Pictograms
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H251, H302, H314[2]
Precautionary statements
P235+P410, P280, P305+P351+P338, P310[2]
Safety data sheet (SDS) Sigma[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Sodium methoxide is the simplest sodium alkoxide. With the formula CH3ONa, it is a white solid, which is formed by the deprotonation of methanol. It is a widely used reagent in industry and the laboratory. It is also a dangerously caustic base.

  1. ^ Chandran, K.; Kamruddin, M.; Ajikumar, P.K.; et al. (2006). "Kinetics of thermal decomposition of sodium methoxide and ethoxide". Journal of Nuclear Materials. 358 (2–3): 111–128. Bibcode:2006JNuM..358..111C. doi:10.1016/j.jnucmat.2006.07.003. ISSN 0022-3115.
  2. ^ a b c Sigma-Aldrich Co., Sodium methoxide. Retrieved on 2022-03-21.

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Sodium methoxide

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Sodium methoxide is the simplest sodium alkoxide. With the formula CH3ONa, it is a white solid, which is formed by the deprotonation of methanol. It is...

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Alkoxide

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techniques.[citation needed] [citation needed] Sodium methoxide, also called sodium methylate and sodium methanolate, is a white powder when pure. It is...

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Sodium ethoxide

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and is therefore corrosive. Alkoxide Phenolate Sodium methoxide Sodium phenoxide Potassium methoxide Potassium ethoxide disassociation constant of ethanol...

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Peroxybenzoic acid

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and hydrogen peroxide, or by the treatment of benzoyl peroxide with sodium methoxide, followed by acidification. Like other peroxyacids, it may be used...

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Cyclooctadiene iridium methoxide dimer

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is prepared by treating cyclooctadiene iridium chloride dimer with sodium methoxide. In terms of its molecular structure, the iridium centers are square...

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Potassium methoxide

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potassium hydroxide in methanol compared to sodium hydroxide is advantageous. On a large scale, potassium methoxide is produced by decomposing potassium amalgam...

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Fatty acid methyl ester

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between fats and methanol in the presence of base such as sodium hydroxide, sodium methoxide or potassium hydroxide. One reason for using FAME (fatty acid...

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Sodium phenoxide

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related, updated procedure uses sodium methoxide instead of sodium hydroxide: NaOCH3 + HOC6H5 → NaOC6H5 + HOCH3 Sodium phenoxide can also be produced by...

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Fat interesterification

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inorganic compound such as sodium methoxide. The reaction is carried out at high temperatures and creates three by-products — sodium soaps, fatty methyl esters...

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Benzydamine

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an N-isocyanate #, which then cyclizes. Alkylation of the enol with sodium methoxide and 3-dimethylaminopropyl chloride gives benzydamine. Alternatively...

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Formate

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and carbon monoxide react in the presence of a strong base, such as sodium methoxide: CH3OH + CO → HCOOCH3 Hydrolysis of methyl formate gives formic acid...

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Wohl degradation

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hydroxylamine and sodium methoxide. In the second step the pentaacetyl glycononitrile is formed by reaction with acetic anhydride in acetic acid with sodium acetate...

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Triethyl phosphonoacetate

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Horner-Emmons modification. Triethyl phosphonoacetate can be added dropwise to sodium methoxide solution to prepare a phosphonate anion. It has an acidic proton that...

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Formic acid

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reaction conditions are 80 °C and 40 atm. The most widely used base is sodium methoxide. Hydrolysis of the methyl formate produces formic acid: HCO2CH3 + H2O...

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Acetoxy group

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Aqueous acid (pH <2), may have to be heated Anhydrous base such as sodium methoxide in methanol. Very useful when a methyl ester of a carboxylic acid is...

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Diazepam

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nitrogen in the 1-position using dimethyl sulfate in the presence of sodium methoxide and methanol under reflux conditions. Although the direct transformation...

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Erythorbic acid

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is synthesized by a reaction between methyl 2-keto-D-gluconate and sodium methoxide. It can also be synthesized from sucrose or by strains of Penicillium...

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Nickel tetracarbonyl

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to the unsaturated esters upon treatment with Ni(CO)4 followed by sodium methoxide. Such reactions also probably proceed via oxidative addition. Allylic...

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Nitric oxide

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research. Nitric oxide can also react directly with sodium methoxide, ultimately forming sodium formate and nitrous oxide by way of an N-methoxydiazeniumdiolate...

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Biodiesel production

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of deprotonating the alcohol will work (e.g. NaOH, KOH, sodium methoxide, etc.), but the sodium and potassium hydroxides are often chosen for their cost...

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Methyl formate

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monoxide (carbonylation) in the presence of a strong base, such as sodium methoxide: This process, practiced commercially by BASF among other companies...

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Quinine total synthesis

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the product is isolated as the sodium salt of 4. Hydrogenation at 220 °C for 10 hours in methanol with sodium methoxide liberates the piperidine group...

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Strychnine total synthesis

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diester 14 which was then subjected to a Dieckman condensation with sodium methoxide in methanol to enol 15. In order to remove the C15 alcohol group, Enol...

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Methyl isocyanate

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trimer, trimethyl isocyanurate, or a higher-molecular-weight polymer: Sodium methoxide, triethyl phosphine, ferric chloride and certain other metal compounds...

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Drostanolone

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stanolone) [521-18-6] (1) with methyl formate and the strong base sodium methoxide gives [4033-95-8] (2). The newly added formyl function in the product...

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List of organic reactions

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"The Reaction of the Isomeric α-Bromomethyl Cyclohexyl Ketones with Sodium Methoxide". Journal of the American Chemical Society. 72 (7): 2884–2887. doi:10...

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